DPPs BOOKLET-2 - CHEMISTRY REVISION

DPPs BOOKLET-2 VIJETA (JP) | CHEMISTRY
O-CHEMISTRY
TARGET : JEE (Main + Advanced) 2020


EST INFORM AT IO
DPP
DAILY PRACTICE PROBLEMS
Course : VIJETA(JP) NO. B1

1. Course of the week as per plan :
2. Course covered till previous week :
3. Target of the current week :
4. DPP Syllabus :
DPP No. # B1 (JEE-MAIN)
Total Marks : 60 Max. Time : 40 min.
Single choice Objective ('–1' negative marking) Q.1 to Q.20 (3 marks, 2 min.) [60, 40]
ANSWER KEY
1. (B) 2. (A) 3. (B) 4. (B) 5. (B) 6. (B) 7. (B)
8. (C) 9. (B) 10. (C) 11. (B) 12. (C) 13. (C) 14. (D)
15. (C) 16. (B) 17. (A) 18. (C) 19. (C) 20. (B)
h
1. + Br2 
 major product. eq[; mRiknA
CH3
Br Br Br Br
(A) (B*) (C) (D)
CH3 CH3 CH3 CH3
2. During addition of HCl over propene in the presence of peroxide, intermediate formed is :
ijkWDlkbM dh mifLFkfr esa izksihu }kjk HCl ds ;ksx ds nkSjku] fuEu esa ls dkSulk e/;orhZ curk gS :
  
(A*) CH3  C H  CH3 (B) CH3  C H  CH2  Cl (C) (D) CH3  C H  CH2  Cl
Sol: No effect of peroxide with HCl & HI.

gy ijvkWDlkbM dk HCl o HI ij dksbZ izHkko ughaA
3. HCl adds most readily with the formation a stable product :
HCl LFkk;h mRikn cukus ds fy, fdlds lkFk rhozrk ls tqM+rk gSA
(A) CH2=CH–CH=O (B*) CH2=CH–CH=CH2 (C) (D) CH3–CCH
4. The reaction of propene with HOCl proceeds via the addition of

(A) H+ in the first step (B*) Cl+ in the first step
–
(C) OH in the first step (D) Cl+ and OH– in a single step
izksihu dh HOCl ls vfHkfØ;k djkus ij ;ksx gksrk gS %
(A) izFke in esa H+ dk (B*) izFke in esa Cl+ dk
(C) izFke in esa OH dk
– (D) izFke in esa Cl+ rFkk OH– dk
Hint : Electrophilic addition bysDVªkWu Lusgh ;ksx
Sol. It is an example of electrophilic addition (Markonikov’s Addition).
It can be represented as follows:
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PAGE NO.-1
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;g ,d bysDVªksuLusgh ;ksxkRed (ekdksZuhdkQ ;ksxkRed) vfHkfØ;k dk mnkgj.k gSA
bls fuEukuqlkj iznf'kZr dj ldrs gSaA
slow
Step in (I) 
Step in (II) +
5. The product obtained from the following sequence of reactions is
(A) propanal (B*) 2-propanol (C) 1-propanol (D) propane

fuEufyf[kr vfHkfØ;k vuqØe esa vfUre mRikn gS %
(A) izksisusy (B*) 2-izksisukWy (C) 1-izksisukWy (D) izksisu

O OH
|| |
Sol. A = CH3 – C – CH3 ,B = CH3 – CH – CH3
Step 1 is Markownikov addition of water and Step 2 is reduction of ketone formed in step-I to 2-propanol.
in 1 ty dk ekdksZfudkWQ ;ksx o in&2 fdVksu dk vip;u rfkk in I esa 2 esa izksisukWy–I.
HOCl / H
6. Ph–CCH    major product. The correct statement(s) is/are :
(A) Only one mole of HOCl is conssumed in the reaction.
(B*) Two moles of HOCl are conssumed in the reaction.
(C) Major product is -Monochloro acetophenone.
(D) OH– is the nucleophile involved in the reaction.
HOCl / H
Ph–CCH    eq[; mRikn] fuEu esa ls dkSulk dFku lgh gS :
(A) vfHkfØ;k esa HOCl dk dsoy ,d eksy mi;ksx gksrk gSA
(B*) vfHkfØ;k esa HOCl ds nks eksy mi;ksx gksrs gSA
(C) eq[; mRikn -eksuksDyksjks ,sflVks fQukWu gSA
(D) vfHkfØ;k esa OH– ukfHkd Lusgh ds :i iz;qDRk gksrk gSA
7. Correct order of reactivity towards dilute H 2SO4 of the given compound is:
fuEu esa ls dkSulk ruq H2SO4 ds izfr mijksDr ;kSfxdksa dh fØ;k'khyrk dk lgh Øe gS :
(I) (II) (III) (IV)
(A) I > II > III > IV (B*) I > II > IV > III (C) II > I > III > IV (D) III > II > I > IV
8. Which of the following will be the fastest reaction?¼fuEu esa ls dkSu lh vfHkfØ;k rhoz gksxhA½
Cl2 / h Br / h
(A) CH3 – CH3  (B) CH3 – CH2 – CH3 
2

Cl / h Cl / h
(C*) Ph – CH2 – CH3  2
 (D) CH3 – CH2 – CH3 
2

Sol. As stability of free radical increases rate of reaction increases.
tSls&tSls ewydksa dk LFkkf;Ro c<+rk gS oSls&oSls vfHkfØ;k dh nj c<+rh gSA
9. 3-Phenylbut-1-ene on hydration (in acidic-medium) gives:
(A) 3-Phenylbutan-2-ol (B*) 2-Phenylbutan-2-ol
(C) 3-Phenylbutan-1-ol (D) 2-Phenylbutan-1-ol
3-QsfuyC;wV-1-bZu dk tyh;dj.k (vEyh; ek/;e esa) djus ij nsrk gSA
(A) 3-QSfuyC;wVsu-2-vkWy (B*) 2-QSfuyC;wVsu-2-vkWy
(C) 3-QSfuyC;wVsu-1-vkWy (D) 2-QSfuyC;wVsu-1-vkWy
PAGE NO.-2
10. Which of the following is the best reagent to convert 1-Methylcyclohexene into 2-methylcyclohexanol.
(A) Dil H2SO4 (B) Hg(OAc)2 / NaBH4, H2O
(C*) B2H6 / H2O2, (D) Conc. H2SO4
1-esfFkylkbDyksgsDlhu dks 2-esfFky lkbDyksgsDlsukWy cukus esa lcls vPNk vfHkdeZd dkSulk gS \
(A) Dil H2SO4 (B) Hg(OAc)2 / NaBH4, H2O
(C*) B2H6 / H2O2, (D) lkUnz H2SO4
11. Which of the following is correct potential energy diagram for the given chain propagating step?
 
CH3 – H  Cl  C H3  H – Cl Data in Kcal/mol.
B.E. 104 B.E. 103
(A) (B*)
(C) (D)
nh xbZ Jà[kyk lapj.k in ds fy;s dkSulk foHko ÅtkZ vkjs[k lgh gS\
  vk¡dM+s fdyksdSyksjh@eksy esa
CH3 – H  Cl  C H3  H – Cl
B.E. 104 B.E. 103
(A) (B*)
(C) (D)
PAGE NO.-3
12. In the presence of peroxide, hydrogen chloride and hydrogen iodide do not give anti-Mrkownikov’s
addition to alkenes because
(A) Both are highly ionic
(B) One is oxidising and the other is reducing
(C*) One of the steps is endothermic in both the cases
(D) All the steps are exothermic in both the cases
ijvkWDlkbM dh mifLFkfr esa gkbMªkstu DyksjkbM o gkbMªkstu vk;ksMkbM ,fYdu esa ,UVh ekjdksuh dkWd ;ksx ugh djrs
gS D;ksfd %
(A) nksuksa mPp vk;fud gSaA
(B) ,d vkWDlhdkjd o ,d vipk;d gSaA
(C*) nksuks fLFkfr esa m"ek'kks"kh vfHkfØ;k ,d in esa gksrh gSA
(D) nksuksa fLFkfr esa lHkh in m"ek{ksih gSA
13. The addition of Br2 to (E)-but-2-ene gives

(A) (R, R)-2,3-dibromobutane (B) (S,S)-2,3-dibromobutane
(C*) (R, S)-2,3-dibromobutane (D) A mixture of (R, R) and (S, S)-2,3-dibromobutane
(E)-C;wV-2-bZu esa Br2 ds ;ksx ls curk gS %
(A) (R, R)-2,3-MkbczkseksC;wVsu (B) (S, S)-2, 3-MkbczkseksC;wVsu
(C*) (R, S)-2,3-MkbczkseksC;wVsu (D) (R, R) o (S, S)-2,3-MkbczkseksC;wVsu
IBr
14. The product of reaction is 

CCl4
IBr

 vfHkfØ;k dk mRikn gS&
CCl4
(A) I (B) I (C) Br (D*) Br

Br Br I I
15. The predominant product formed, when 3-methyl-2-pentene reacts with HOCl, is:
tc 3-esfFky-2-isUVhu dh fØ;k HOCl ds lkFk djk;h tkrh gS rks eq[;r% mRikn curk gS %
(A) (B)
(C*) (D)
16. Which of the following are formed on addition reaction of DCl with 3-methyl-1-butene
3-esfFky-1-C;qVhu ds lkFk DCl dh ;ksxkRed vfHkfØ;k ij fufeZr mRikn dkSulk gSA
(A) CH2DCHClCH (CH3)2 (B*) CH2DCH2CCl(CH3)2
(C) CH3CDClCH(CH3)2 (D) ClCH2CHDCH (CH3)2
NOBr
17. (CH3)2C=CH–CH3  Product (major) mRikn (eq[;)
(A*) (CH3)2 CBrCH(NO)CH3 (B) (CH3)2C(NO)CHBrCH3
(C) (CH3)2 CBrCHBrCH3 (D) (CH3)2 CHCHBrCH3
18. Which of the following is the best reagent to convert 2-Methylbut-2-ene into 3-methylbutan-2-ol ?
(A) Dil H2SO4 (B) Hg (OAc)2 / NaBH4 , H2O
(C*) B2H6 / H2O2, (D) Conc. H2SO4
2-esfFkyC;wV-2-bZu dks 3-esfFkyC;wVsu-2-vkWy cukus esa lcls vPNk vfHkdeZd dkSulk gS\
(A) Dil H2 SO4 (B) Hg (OAc)2/ NaBH4 , H2O
(C*) B2H6/ H2O2, (D) lkUnz H2SO4
PAGE NO.-4
Hg2 / D
19. Ph – C  C – CH2 – CH3    
 A, A is : A gS&
D2SO 4 / D2O
(A) (B)
(C*) (D)
HBr
20. CH2 = CH – C CH  major product. The major product is:
(1 eqv.)
HBr
CH2 = CH – C CH  eq[; mRikn] eq[; mRikn gS&
(1 eqv.)
(A) (B*)
(C) (D)
O-CHEMISTRY


EST INFORM AT IO
DPP

4. DPP Syllabus :
DPP No. # B2 (JEE-ADVANCED)
Multiple choice objective ('–1' negative marking) Q.1 to Q.5 (4 marks, 2 min.) [20, 10]
Comprehension ('–1' negative marking) Q.6 (i to iii) (3 marks, 2 min.) [09, 06]
Matching List Type (Only One options correct) ('–1' negative marking) Q.7
(3 marks, 2 min.) [03, 02]
Match the Following (no negative marking) Q.8 (8 marks, 6 min.) [08, 06]
Integer Type Questions Q.9 to Q.10 (3 marks, 2 min.) [06, 04]
ChemINFO : 4 Questions ('–1' negative marking) Q.11 to Q.14 (3 marks, 2 min.) [12, 08]
ANSWER KEY
1. (BD) 2. (ACD) 3. (AD) 4. (ABC) 5. (ABC) 6. (i).(C) (ii).(B) (iii).(D)
7. (D) 8. (A – q) ; (B – p) ; (C – r, s) ; (D – r) 9. 2 10. 34
11. (B) 12. (D) 13. (D) 14. (A)
1. Observe the following reaction and given products

fuEu vfHkfØ;k ,oa mRikn dk izs{k.k dhft,A
Cl / h
2 +
I
PAGE NO.-5
In Ist reaction the structures of reaction intermediate should be
Ist vfHkfØ;k esa vfHkfØ;k e/;orhZ dh lajpuk,sa gksxhA
(A) (B*) (C) (D*)
2. Which reagent will you use for the following reaction?

fuEufyf[kr vfHkfØ;k ds fy, vki dkSuls vfHkdeZd iz;qDr djssaxs \
Br

(A*) NBS (B) Br2/Fe (C*) Br2/h (D*) Br2/

Sol. It is the free radical bromination at benzyl or allyl positions.
csfUty ;k ,fyy fLFkfr ij eqDr ewyd czkseksuhdj.k vfHkfØ;k gSA
3. Which of the following statements are correct.
(A*) Butenyne on reaction with 1 eq. HCl prefer addition on alkyne part than on alkene.
(B) Nitrobenzene on reaction with CH3CH2Cl in presence of AlCl3 form meta ethly nitrobenzene.
AlCl
(C) 

3
 above intramolecular friedal craft reaction is correct.
(D*) In electrophilic substitution reaction halogens are ortho-para directors while these are deactivators.
fuEu esa ls dkSu&dkSuls dFku lR; gS \
(A*) C;qVhukbZu dh 1 eksy HCl ds lkFk vfHkfØ;k esa ,YdkbZu ij ;ksx ,Ydhu dh rqyuk esa vf/kd izHkkoh gksrk gSA
(B) ukbVªkscsUthu dh vfHkfØ;k CH3CH2Cl ds lkFk AlCl3 dh mifLFkfr esa djkus ij esVk,fFky ukbVªkscsUthu curk gSA
AlCl
(C) 

3
 mijksDr vUr% v.kqd ÝhMy Øk¶V vfHkfØ;k lgh gSA
(D*) bysDVªkWu Lusgh izfrLFkkiu vfHkfØ;kvksa esa gSykstu vkFkksZ iSjk funsZ'kh lewg gSa tcdh ;g folfØ;dkjh
(deactivators) gksrs gSaA
4. Which amongs the following reaction is/are correctly matched for major product.
fuEUk es ls dkSulh vfHkfØ;kvksa esa lgh eq[; mRikn fn;k x;k gS %
(A*)
(B*)
Br
—
CH2–CH3 CH–CH3 Br
—
—
—
NBS IBr
(C*) (D) FeBr3
PAGE NO.-6
5. Cis-2-butene on careful reaction with Br2/CCl4 yields racemic mixture product this is example of :
(A*) Stereospecific reaction (B*) Stereoselective reaction
(C*) Anti addition (D) Syn addition
lei{k -2-C;wVhu dh vfHkfØ;k Br2/CCl4 ds lkFk lko/kkuh iwoZd djokus ij jslsfed feJ.k mRikn ds :i esa curk gS]
;g vfHkfØ;k mnkgj.k gSA
(A*) f=kfoe fof'k"V vfHkfØ;k (Stereospecific reaction)
(B*) f=kfoe p;ukRed vfHkfØ;k (Stereoselective reaction)
(C*) ,UVh ;ksx (Anti addition)
(D) flu ;ksx (Syn addition)
Sol. Reaction of Byer reagent is cs;j vfHkdeZd dh vfHkfØ;k gS&
Stereospecific f=kfoe fof'k"V
Stereoselective f=kfoe p;ukRed
Anti addition ,UVh ;ksx
6. Comprehension
Alkanes undergoes free radical substitution reaction as it is carried out in the presence of sunlight.
Experimentally it is found that relative rate of abstraction of hydrogen atoms from 1 o , 2o and 3o carbon
atoms are in the ratio of 1 : 3.8 : 5 during the monochlorination while this ratio is 1 : 82 : 1600 during the
monobromination.
Relative yield = Probability factor × Relative reactivity
Relative yield
% yield =  100
Total yield
Probability factor : This factor is based on the number of each kind of hydrogen atom in the molecule.
Ex.1 : CH3 – CH3 – CH3 + Cl2 
Relative yield of I = 6 × 1 = 6
Relative yield of II = 2 × 3.8 = 7.6
6
% yield of I =  100 = 44.11 %
13.6
7.6
% yield of II =  100 = 55.88 %
13.6
Ex. 2 : CH3 – CH2 – CH3 + Br2 
Relative yield of I = 6 × 1 = 6
Relative yield of II = 2 × 82 = 164
6
% yield of I =  100 = 3.52 %
170
7.6
% yield of II =  100 = 96.47 %
13.6
vuqPNsn % ,Ydsu eqDr ewyd izfrLFkkiu vfHkfØ;k nsrs gS tks fd lw;Z izdk'k dh mifLFkrh esa gksrh gSA izk;ksfxd :i ls ;g ik;k
x;k fd 1o , 2o rFkk 3o dkcZu ijek.kqvksa ls gkbMªkstu ijek.kq ds fu"dklu ,oa eksuksDyksjhuhdj.k djus ij rqyukRed
nj 1 : 3.8 : 5 gksrh gS tcfd eksuksczksehuhdj.k ds nksjku ;g vuqikr 1 : 82 : 1600 gksrk gSA
vkisf{kd yfCèk = izkf;drk xq.kkad × vkisf{kd fØ;k'khyrk
% yfCèk = vkisf{kd yfCèk × 100
dqy yfCèk
izkf;drk xq.kkad % ;g xq.kkad v.kq esa izR;sd izdkj ds gkbMªkstu ijek.kq dh la[;k ij vkèkkfjr gksrk gSA
PAGE NO.-7
mnk- 1 CH3 – CH3 – CH3 + Cl2 
I dh vkisf{kd yfCèk = 6 × 1 = 6
II dh vkisf{kd yfCèk = 2 × 3.8 = 7.6
6
I dh % yfCèk =  100 = 44.11 %
13.6
7.6
II dh % yfCèk =  100 = 55.88 %
13.6
mnk- 2 : CH3 – CH2 – CH3 + Br2 
I dh vkisf{kd yfCèk = 6 × 1 = 6
II dh vkisf{kd yfCèk = 2 × 82 = 164
6
I dh % yfCèk =  100 = 3.52 %
170
164
II dh % yfCèk =  100 = 96.47 %
170
(i). % isomer of products corresponding to 1º and 2º C-atoms obtained during the monochlorination of
butane.
(A) 44% and 56% (B) 56 % and 44 % (C*) 28 % and 72% (D) 72 % and 28 %
C;wVsu ds eksuksDyksjhuhdj.k ds nkSjku izkIr 1º rFkk 2º C-ijek.kq ls lEcafèkr mRiknksa dk leko;oh % gSA
(A) 44% rFkk 56% (B) 56 % rFkk 44 % (C*) 28 % rFkk 72% (D) 72 % rFkk 28 %
(ii). % isomer of products corresponding to 1º and 2º C-atoms obtained during the monobromination of
butane.
(A) 98% and 2 % (B*) 2 % and 98 % (C) 15 % and 85% (D) 85 % and 15%
C;wVsu ds eksuksczksehuhdj.k ds nkSjku izkIr 1º rFkk 2º C-ijek.kq ls lEcafèkr mRiknksa dk leko;oh % gSA
(A) 98% rFkk 2 % (B*) 2 % rFkk 98 % (C) 15 % rFkk 85% (D) 85 % rFkk 15%
(iii). % isomer of products corresponding to 1º and 3º C-atoms obtained during the monochlorination of 2-
methyl propane.
(A) 35% and 65% (B) 45 % and 55 % (C) 55% and 45% (D*) 65 % and 35 %
2-esfFky izksisu ds eksuksDyksjhuhdj.k ds nkSjku izkIr 1º rFkk 3º C-ijek.kq ls lEcafèkr mRiknksa dk leko;oh % gSA
(A) 35% rFkk 65% (B) 45 % rFkk 55 % (C) 55% rFkk 45% (D*) 65 % rFkk 35 %
7. Match List I (reaction) with List II (type of reaction) and select the correct answer using the code given
below the lists :
List - I List- II
(P) 
HBr
peroxide
 (1) Free radical substitution reaction
(Q) 
HBr
 (2) Electrophilic addition reaction
(R) —CH3 

Cl2 / h
 (3) Electrophilic substitution reaction
(S) —CH3 

Cl2 / Fe
 (4) Free radical addition reaction
Codes :
P Q R S P Q R S
(A) 2 4 3 1 (B) 4 2 3 1
(C) 2 3 1 4 (D*) 4 2 1 3
PAGE NO.-8
lwph I (vfHkfØ;k) dks lwph II ¼vfHkfØ;k ds izdkj½ ls lqesfyr dhft, rFkk lwfp;ksa ds uhps fn;s x;s dksM dk iz;ksx
djds lgh mRrj pqfu;s :
lwph - I lwph - II
(P) 
HBr
 (1) eqDr ewyd izfrLFkkiu vfHkfØ;k
peroxide
(Q) 
HBr
 (2) bysDVªkWuLusgh ;ksxkRed vfHkfØ;k
(R) —CH3 

Cl2 / h
 (3) bysDVªkWuLusgh izfrLFkkiu vfHkfØ;k
(S) —CH3 

Cl2 / Fe
 (4) eqDrewyd ;kssxkRed vfHkfØ;k
dksM :
P Q R S P Q R S
(A) 2 4 3 1 (B) 4 2 3 1
(C) 2 3 1 4 (D*) 4 2 1 3
8. Match the column-I with column-II

LrEHk-I dks LrEHk-II ds lkFk lqesfyr dhft,&
Column-I (Reactions) Column-II (Product)
LrEHk-I ¼vfHkfØ;k½ LrEHk-II ¼mRikn½
CCl (solv ent)

(A) + Br2 
4
 (p)
CCl (solv ent)

(B) + Br2 
4
 (q)
H O / H
(C) 2  
 (r)
(D) B H / THF
2 
6
 (s)
H2O2 / OH
Ans (A – q) ; (B – p) ; (C – r, s) ; (D – r)
9. How many number of stereoisomers are obtained on treating Bromine molecule with cis-1,2-diphenynl
ethene.
lii{k-1,2-MkbQsfuy,Fkhu dh fØ;k czksehu v.kq ls djkus ij fdrus f=kfoe leko;oh izkIr gksrs gSa \
Ans. 2
PAGE NO.-9
Cl / h
10. 2
 'M' total number of monochloro products M' dqy eksuksDyksjks mRikn dh la[;k
Cl / h
2
 'N' total number of dichloro products 'N' dqy MkbDyksjks mRikn dh la[;k
Report your answer as M N .
viuk mÙkj M N ds :i esa nhft,A

Ans. 34
ChemINFO Oxidation
Daily Self-Study Dosage for mastering Chemistry Aromatic side chain oxidation
Aromatic side chain oxidation

Strong oxidising agents like KMnO4/H/ or K2Cr2O7/H/, oxidises benzylic carbon to – COOH group if benzylic
hydrogen or unsaturation is present.
General Reaction
COOH
KMnO / H KMnO / H

4

 
4


 
COOH CH3
CH3 C CH3
KMnO / H

4

 KMnO / H
 
4

 No reaction

Note : Tertiary butyl (CH3)3C– will not oxidise by oxidising reagent
KMnO / H

4

 KMnO / H
Ex.1  Ex.2 
4



Memorize this theory as soon as you get the DPP. Revise it regularly and master this concept by practice.
CH2–CH3

KMnO 4 / H
11.   Product

Product will be:

O
(A) (B*) (C) (D)
12. Which of the following reagent is suitable for the conversion of benzyl alcohol to benzoic acid?
(A) K2Cr2O7/H+ / (B) KMnO4/H+ / (B) m–CPBA (D*) (A) and (B) both
PAGE NO.-10
13. Which of the following is oxidation product of given reaction.
KMnO / H

4



(A) (B) (C) (D*)

KMnO 4 / H
14.   Product ; Product is :

(A*) (B) (C) (D)
ChemINFO Oxidation
Daily Self-Study Dosage for mastering Chemistry ,sjksesfVd ik'oZ Jà[kyk dk vkWDlhdj.k
,sjksesfVd ik'oZ Jà[kyk dk vkWDlhdj.k
izcy vkWDlhdkjd inkFkZ tSls KMnO4/H/ ;k K2Cr2O7/H/ csfUtfyd dkcZu dks –COOH lewg esa vkWDlhd`r dj nsrs gSa
;fn v.kq esa csfUtfyd gkbMªkstu ijek.kq ;k vlarÌrrk mifLFkr gksrh gSA
lkekU;r vfHkfØ;k,sa:
COOH
KMnO / H KMnO / H

4

 
4


 
COOH CH3
KMnO / H CH3 C CH3

4

 KMnO / H
 
4

 dksbZ vfHkfØ;k ugha gksxh

uksV :- r`rh; C;wVhy (CH3)3C– vkWDlhdkjh vfHkdeZd }kjk vkWDlhd`r ugha gksrk gSA
KMnO / H

4

 KMnO / H
Ex.1  Ex.2 
4



PAGE NO.-11
CH2–CH3
KMnO / H
11. 
4

 mRikn ; mRikn gksxk :

(A) (B*) (C) (D)
12. fuEu esa ls dkSulk vfHkdeZd csfUty ,YdksgkWy dks csUtksbd vEy esa ifjofrZr djus ds fy, mi;qDr gSS\
(A) K2Cr2O7/H+ / (B) KMnO4/H+ / (B) m–CPBA (D*) (A) rFkk (B) nksuksa
13. fuEu esa ls dkSulk] nh xbZ vfHkfØ;k dk vkWDlhdj.k mRikn gS\
KMnO / H

4



(A) (B) (C) (D*)
KMnO / H
14. 
4

 mRikn ; mRikn gksxk :

(A*) (B) (C) (D)
PAGE NO.-12
O-CHEMISTRY


EST INFORM AT IO
DPP

4. DPP Syllabus :
ANSWER KEY
1. (A) 2. (B) 3. (C) 4. (B) 5. (A) 6. (C) 7. (B
8. (D) 9. (B) 10. (C) 11. (A) 12. (D) 13. (C) 14. (B)
15. (B) 16. (A) 17. (A) 18. (B) 19. (A) 20. (A)
1. Choose the correct reaction to obtain the given product
fn;s x;s izkIr mRikn ds lUnHkZ esa lgh vfHkfØ;k dks pqfu;sA
D
Reactant (vfHkdkjd) 
D
D / Pd D / Pd
(A*) 2  (B) 2 
D / Ni D / Ni
(C) 2 
 (D) 2 

D / Pd D
Sol. 
2

D
2. The product of following reaction is
H / Pd/ BaSO / Quinolene SnCl / dil HCl

2 4  2 Product
(i) Rosenmund's reduction Stephen's reduction
fuEu vfHkfØ;k esa mRikn D;k gksxk %
H / Pd / BaSO / D;uks w y hu SnCl 2 / ruq HCl

2  4     mRikn
(i) jkst sueq. M vfHkfØ ;k LVsf Qu vip;u
(A) (B*) (C) (D)
PAGE NO.-13
Sol.
x y
3. Ph–CC–Ph  
The reagents x and y are respectively :

(A) Br2 / CCl4 , H2 / Ni (B) HBr , HBr
(C*) Na / NH3 () , Br2 / CCl4 (D) Br2 / CCl4 , Lindlar's hydrogenation
x y
Ph–CC–Ph  
vfHkdeZd x vkSj y Øe'k% gksaxs %

(A) Br2 / CCl4 , H2 / Ni (B) HBr , HBr
(C*) Na / NH3 () , Br2 / CCl4 (D) Br2 / CCl4 , fy.Mykj gkbMªkstuhdj.k
Ph–CC–Ph   

X 2Br
Sol.
Na(NH3 ( )) CCl4
4. product is :
mRikn gS &
OH OH
(A) CH3–CH–O–CH–Ph (B*) CH3–CH2–OH, Ph–CH2–OH

(C) CH3–CH2–CH2–Ph (D) CH3–CH2–OH + Ph–OH
 LiAlH
5. H2N–(CH2)4–COOH  
4
?
(A*) (B) (C) (D) OH

N N N N
OH
H
H H H
H H
| |
N O N
 LiAlH
Sol. H2N –( CH2)4 – COOH  
4

PAGE NO.-14
6. The products A and B in the reactions given below are :
OH
(A) A & B are (B) A & B are
OH
OH
O O
OH O OH O
(C*) A is & B is (D) A is & B is
OH OH
OH OH OH OH
fuEu vfHkfØ;k esa mRikn A rFkk B gSa %
OH
(A) A rFkk B gSaA (B) A rFkk B gSaA
OH
OH
O O
OH O OH O
(C*) A
OH
,o B gSaA (D) A ,o B gSaA
OH
OH OH OH OH
7. Product of given reaction is :

H2 / Pd(CaCO3 ) Quinoline
CH3 –CH2–C–Cl        
O
fuEu vfHkfØ;k dk mRikn gS&
H2 / Pd(CaCO3 ) fDouksy hu
CH3 –CH2–C–Cl  
O
(A) CH3–CH2 –CH2–OH (B*) CH3 –CH2–C–H
O
(C) (D) CH3CH2COOH
H /Ni P HI
8. A 
2
  B,
A and B can be :
(A) Both are n-Butane (B) Both are Butane-1,2,3,4 -tetraol
(C) A is n-Butane & B is Butane-1,2,3,4 -tetraol (D*) A is Butane-1,2,3,4 -tetraol & B is n-Butane
PAGE NO.-15
H /Ni P HI
A 
2
  B,
A rFkk B gks ldrs gSa %

(A) nksuksa n- C;wVsu gSA (B) nksuksa C;wVsu-1,2,3,4 -VsVªkvkWy gSA
(C) A, n-C;wVsu rFkk B, C;wVsu-1,2,3,4-VsVªkvkWy gSA (D*) A, C;wVsu-1,2,3,4-VsVªkvkWy rFkk B, n-C;wVsu gSA
9. Which reducing agent, would you use to carry out the following transformation.
fuEu :ikUrj.k ds fy, vki dkSulk vipk;d dke esa ysxsa \

(A) LiAlH4 (B*) NaBH4 (C) Na/NH3 (D) B2H6/THF

CH=O
LiAlH
10. 
4
 product is mRikn gS &
C N
CH2OH CH2–OH CH2–OH CH=O
(A) (B) (C*) (D)
CN CH2–NH2 CH2–NH2 CH2–NH2

HIO4
11. 
 A + B
A and B is : A rFkk B gS%

(A*) & HCHO (B) & HCHO
(C) CH3 – COOH & HCHO (D) CH3COOH & HCOOH
12. Which of the following compound does not gives Benzoic acid after oxidation by KMnO 4-
fuEu esa ls dkSulk ;kSfxd KMnO4 ls vkWDlhdj.k ds i'pkr~ csUtksbZd vEy ugh nsrk gSA
(A) (B) (C) (D*)
HIO
13. Glucose(Xywdkst)  4
 X HCOOH + Y HCHO
Value of X is - (X dk eku gS&½
(A) 3 (B) 4 (C*) 5 (D) 2
H O/H
14. CH3–CN 
2
 Product ; Product is :
H O/H
CH3–CN 2
 mRikn ; mijksDr vfHkfØ;k dk mRikn gS %
(A) CH3–CH2– NH2 (B*) (C) (D)
H O/H
15. CH3 –N  C : 
2
X
X is : gS :
(A) (B*) CH3 –NH2 (C) (D)
PAGE NO.-16
HO
16. 
2
 Major product eq[; mRikn
Major product is : eq[; mRikn gS %
(A*) (B) (C) (D)
H O/H
17. 
2
 Carbonyl compound + ; Carbonyl Compound is :
H O/H

2
 dkcksfZ uy ;kSfxd + ; mijksDr vfHkfØ;k esa dkcksZfuy ;kSfxd gS %
(A*) (B) (C) (D)
H O/H
18. 
2
 Product (Carbonyl Compound)
Product of above reaction is :
H O/H

2
 mRikn (dkcksZfuy ;kSfxd)
mijksDr vfHkfØ;k dk mRikn gS %
(A) (B*) CH3CHO (C) (D)
H O
19. 3 
 A
A is : gS :
(A*) (B) (C) (D)
H O/H
20. 
2
 X&Y
X & Y is : X rFkk Y gS %
(A*) & rFkk C2H5OH (B) & rFkk CH3OH
(C) CH3CHO & rFkk (D) & rFkk
PAGE NO.-17
O-CHEMISTRY


EST INFORM AT IO
DPP

1. Course of the week as per plan:
2. Course covered till previous week:
3. Target of the current week:
4. DPP Syllabus:
Comprehension ('–1' negative marking) Q.6 (3 marks, 2 min.) [09, 06]
Matching List Type (Only One options correct) ('–1' negative marking) Q.7
(3 marks, 2 min.) [03, 02]
Match the Following (no negative marking) Q.8 (8 marks, 6 min.) [08, 06]
ChemINFO : 4 Questions ('–1' negative marking) Q.11 to Q.14 (3 marks, 2 min.) [12, 08]
ANSWER KEY
1. (BC) 2. (ABD) 3. (CD) 4. (AD) 5. (BD) 6. (i) (C) (ii). (C) (iii). (C)
7. (B) 8. (A – p, r) ; (B – q, r, s) ; (C – p, r, s) ; (D – q, r) 9. 5 10. 4
11. (B) 12. (C) 13. (A) 14. (D)
Na/NH HOCl/H
1. Ph–CC–Ph  3
A 
 B
B is/are (gS@gSa)
Ph
Cl OH
(A) (B*) (C*) (D)
Cl OH
Ph
Na/NH HOCl/H
Sol. Ph–CC–Ph 
3

 +
2. Two optically active acyclic compounds X and Y (moleclar formula C5H9Br) give following reactions
nks vpØh; izdkf'kd lfØ; ;kSfxd X ,oa Y (v.kqlw=k C5H9Br) fuEu vfHkfØ;k nsrs gSa
H (1 mole) H (1 eksy )
X 
2
 
2
 W (achiral) (vfdjSy)
H (1 mole) H (1 eksy )
Y 
2
 2
 S (chiral) (fdjSy)
Which of the following is/are correct ? fuEu esa ls dkSulk@dkSuls fodYi lgh gS@gaS \
(A*) W = CH3–CH2–CH–CH2–CH3 (B*) Y = CH3–CH–CH2–CH=CH2
Br Br
(C) X = CH3–CH2–C=CH–CH3 (D*) S = CH3–CH–CH2–CH2–CH3
Br Br
Sol. (Tough) X = CH3–CH2–CH–CH=CH2
Br
PAGE NO.-18
3. 
X

X can be : (X gks ldrk gS :)

(A) LiAlH4 / ether bZFkj / H2O (B) NaBH4/C2H5OH
(C*) DIBAL-H (D*) SnCl2 / HCl
4. An aromatic optically active compound X gives following reactions. Its structure can be :
,d ,sjkseSfVd izdkf'kd lfØ; ;kSfxd ‘X’ fuEufyf[kr vfHkfØ;k,sa nsrk gS %
mijksDr vfHkfØ;kvksa ds vk/kkj ij fuEu esa ls ;kSfxd ‘X’ dh lajpuk gS %
(A*) (B) (C) (D*)
Sol. (A) (D)
CHO COOH
H OH H OH
5. 
H OH H OH
CH2OH CH2OH
The suitable reagent(s) will be :
(A) CrO3 / H2O / acetone (B*) [Ag(NH3)2](aqueous), H+
COONa
|
(C) CrO3/ HCl / pyridine (D*) ( CHOH )2 + CuSO4 + NaOH, H+
|
COOK
CHO COOH
H OH H OH

H OH H OH
CH2OH CH2OH
PAGE NO.-19
bl vfHkfØ;k ds fy;s dkSulk@dkSuls mi;qDr vfHkdeZd gS %
(A) CrO3 / H2O / ,lhVksu (B*) Ag(NH3)2] (tyh;), H+
COONa
|
(C) CrO3/HCl/fifjMhu (D*) (CHOH)2 + CuSO4 + NaOH, H+
|
COOK
6. Comprehension #
vuqqPNsn #
(i). The product P and Q are respectively :

(A) CH3OH + (CH3)2CHOH (B) (CH3)2CHOH + CH3OH
CH3
(C*) (CH3)2CHOH + (CH3)2CHOH (D) H–C–CH3 + HO–C–CH3
O H
mRikn P rFkk Q Øe'k% gaS %
(A) CH3OH + (CH3)2CHOH (B) (CH3)2CHOH + CH3OH
CH3
(C*) (CH3)2CHOH + (CH3)2CHOH (D) H–C–CH3 + HO–C–CH3
O H
(ii). The product R and S are :
(A) Both 2º-alcohols. (B) Both 1º-alcohols.
(C*) One has 1º-OH, other has 2º-OH. (D) One of these is CH3–CH2–OH.
mRikn R rFkk S gaS %
(A) nksuksa 2º ,YdksgkWy (B) nksuksa 1º ,YdksgkWy
(C*) ,d 1º-OH, rFkk nwljk 2º-OH gSA (D) buesa ls ,d CH3–CH2–OH gSA
(iii). One of the product of following reaction is :

(P or Q or R or S) + CH3MgBr 
(A) 3º-alcohol (B) An ether (C*) Methane (D) Propane
fuEu vfHkfØ;k dk mRikn gksxk %

(P ;k Q ;k R ;k S) + CH3MgBr  
(A) 3º-,YdksgkWy (B) bFkZj (C*) esFksu (D) izksisu
PAGE NO.-20
Sol.
[P, Q, R, S  R – OH] + CH3MgBr  (CH4) as common product.
[P, Q, R, S  R – OH] + CH3MgBr  (CH4) lkekU; mRikn gSA

7. Match List I (Reaction) with List II (Product) and select the correct answer using the code given below
the lists :
lwph I (vfHkfØ;k) dks lwph II (mRikn) ls lqesfyr dhft, rFkk lwfp;ksa ds uhps fn;s x;s dksM dk iz;ksx djds lgh mRrj
dk p;u dhft,:
List I lwph I List II lwph II
Na/EtOH C6H5–OH
(P) C6H5–COOC2H5 
 (1)
LiAlH C6H5–CHO
(Q) C6H5–CONH2 
4
 (2)
SnCl2 /HCl C6H5–CH2–NH2
(R) C6H5–CN  (3)
LiAlH C6H5–CH2–OH
(S) C6H5–O–CO–CH3 
4
 (4)
Codes ¼dksM½ :
P Q R S P Q R S
(A) 1 3 2 4 (B*) 4 3 2 1
(C) 4 2 3 1 (D) 2 1 3 4
8. Match the column-I with column-II :
dkWye-I dks dkWye-II ls lqesfyr dhft, %
Column – I (Compound) Column – II (Reagent)
dkWye–I (;kSfxd) dkWye–II (vfHkdZed)
CH3–C–Cl
(A) (p) (CH3)2CuLi
O
(B) CH3–CH2–CHO (q) DIBAL H
(C) CH3–CH–CH2–CH3 (r) CH3MgBr

OH
CH3–C–CH2–CH3
(D) (s) CrO3 / H2O, Acetone (,lhVksu)
O
Ans. (A – p, r) ; (B – q, r, s) ; (C – p, r, s) ; (D – q, r)
N H /KOH/ 
9. C12H14O 
2 4

(Wolf Kishnor Reduction)
How many total isomeric reactants can be converted into given product by Wolff Kishner reduction.
N H /KOH/
C12H14O 
2 4

¼oqYQ fd'kuj vip;u½
fØ;kdkjd ds dqy fdrus leko;oh oqYQ&fd'kuj vip;u }kjk fn;s x;s mRikn esa ifjofrZr gks tkrs gSA 
Ans. 5
W.K.
Sol. C12H14O 
PAGE NO.-21
, ,
5 isomeric reactants are possible. (5 leko;oh fØ;kdkjd lEHko gS½

10. How many moles of formaldehyde is formed by the complete hydrolysis of following compound with H 3O+.
fuEufyf[kr ;kSfxd ds H3O+ ds lkFk iw.kZ ty vi?kVu ij fdrus eksy QkWesZfYMgkbM curs gSA
Ans. 4
O O O O O O O O OH
Sol.
4 3 2 1
H3O
CH 3–OH + 4CH3 –CH=O + 4HCHO
ChemINFO Oxidation
Daily Self-Study Dosage for mastering Chemistry Oxidative Cleavage of vic. diol
Periodic acid (HIO4) or Lead tetra acetate (LTA) has action on those organic molecules which follows following
structural similarity.
R R R
| | |
(i) R– C – C –R (Vicinal diol) (ii) R– C – C – R
| | || |
OH OH O OH
(iii) R – C – C –R
|| ||
O O
Note :
1. In cyclic 1, 2-diol only cis-diol are oxidised. Trans diol are not oxidised easily.
2. Number of moles of HIO4 = number of  bonds cleaved.
General Reactions :
R OH R
| | |
HIO4
R— C — C — R  R — C + C —R
|| | || ||
O OH O O
O O R R R R OH R
O O || || | | | | | |
|| || R — C — C — C — R   R— C + C—R+ C —R
C—R HIO4
 R—C| + |
HIO4
R — C — C — R  | | | || || ||
OH OH OH OH OH O O O
R R R R
| | | |
HIO4
R — C — C — C — R   R— C + CO2 + C — R
| || | || ||
OH O OH O O
HIO
Ex.1 
4

HIO4
Ex.2   HCHO + H—C—CH2—CH2
|| |
O OH
PAGE NO.-22
HIO
Ex.3 
4

CH3 CH3 CH3 CH3 CH3 CH3

HIO4
Ex.4 CH3 – C – C – C – CH3 CH3–C + C–OH + C–CH3
OH OH OH O O O
HIO
Ex.5 
4

HIO

4

Ex.6
11. Which of the following compound is resistant to periodic acid oxidation?
(A) (B*) (C) (D)
12. Which of the following will be oxidised by HIO4?

(I) (II) (III) (IV)
(A) I, II, III (B) I, III, IV (C*) I, II, IV (D) II, III, IV
13. Product ; Product is -
(A*) (B) (C) (D)
HIO
14. 

4
 Products ; Products are :
(A) HCHO + CH3CHO + CH3COOH (B) HCHO + HCOOH + CH3–CHO

(C) HCHO + HCOOH + CH3–COOH (D*) HCHO + CO2+ CH3–CHO
PAGE NO.-23
ChemINFO Oxidation
Daily Self-Study Dosage for mastering Chemistry Oxidative Cleavage of vic. diol
ijvk;ksfMd vEy (HIO4) vkSj ysM VsVªk ,lhVSV (LTA) mu dkcZfud v.kqvksa ij fØ;k djrk gS ftudh lajpuk fuEufyf[kr
v.kqvksa dh lajpuk ds leku gksrh gSA
R R R
| | |
(i) R– C – C –R (fofluy MkbZvkWy) (ii) R– C – C – R
| | || |
OH OH O OH
(iii) R – C – C –R
|| ||
O O
Note :
1. pfØ; 1,2-MkbZvkWy esa dsoy lei{k&MkbZvkWy dk gh vkWDlhdj.k gksrk gSA foi{k&MkbZvkWy dk vklkuh ls vkWDlhdj.k
ugha gks ikrk gSA
2. HIO4 ds eksyksa dh la[;k = fonfyr ca/kksa dh la[;k
lkekU; vfHkfØ;k,as:
R OH R
| | |
HIO4
R— C — C — R   R— C + C —R
|| | || ||
O OH O O
O O R R R R OH R
O O || || | | | | | |
|| || R — C — C — C — R   R— C + C — R + C —R
C—R HIO
 R—C| + |
HIO4
R — C — C — R 
4
| | | || || ||
OH OH OH OH OH O O O
R R R R
| | | |
HIO4
R — C — C — C — R   R— C + CO2 + C — R
| || | || ||
OH O OH O O
HIO
Ex.1 
4

HIO4
Ex.2   HCHO + H—C—CH2—CH2
|| |
O OH
HIO
Ex.3 
4

CH3 CH3 CH3 CH3 CH3 CH3

HIO4
Ex.4 CH3 – C – C – C – CH3 CH3–C + C–OH + C–CH3
OH OH OH O O O
PAGE NO.-24
HIO
Ex.5 
4

HIO

4

Ex.6
11. fuEu esa ls dkSulk ;kSfxd dk ijvk;ksfMd vEy ds }kjk vkWDlhdj.k ugha gksrk gS?
(A) (B*) (C) (D)
12. fuEu esa ls dkSuls ;kSfxd HIO4 }kjk vkWDlhd`r ugha gksrs gSA
(I) (II) (III) (IV)
(A) I, II, III (B) I, III, IV (C*) I, II, IV (D) II, III, IV
13. mRikn] mRikn gS –
(A*) (B) (C) (D)
HIO
14. 
4
 mRikn] mRikn gS –
(A) HCHO + CH3CHO + CH3COOH (B) HCHO + HCOOH + CH3–CHO

(C) HCHO + HCOOH + CH3–COOH (D*) HCHO + CO2+ CH3–CHO
O-CHEMISTRY


EST INFORM AT IO
DPP

1. Course of the week as per plan : 2. Course covered till previous week :
3. Target of the current week : 4. DPP Syllabus :
PAGE NO.-25
ANSWER KEY
1. (D) 2. (A) 3. (B) 4. (A) 5. (B) 6. (A) 7. (A)
8. (D) 9. (C) 10. (B) 11. (A) 12. (B) 13. (D) 14. (C)
15. (C) 16. (D) 17. (C) 18. (C) 19. (A) 20. (C)
1. Which of the following alkyl halide is most reactive towards CH3–OH ?
fuEu esa ls dkSulk ,fYdy gSykbM CH3–OHds çfr lokZf/kd fØ;k'khy gS \
CH –Cl CH2–Cl CH2–Cl CH2–Cl
2
(A) (B) (C) (D*)
Cl CH3 OCH3
2. Which of the following alkyl halide can not solvolysed easily with aqueous AgNO 3 solution ?
fuEu esa ls dkSuls ,fYdy gSykbM dk tyh; AgNO3 foy;u ds lkFk vklkuh ls foyk;dhdj.k ugha gks ldrk gS ?
(A*) CH2= CH–Cl (B) (C) (D) Ph–CH2–Cl
 
Sol. CH2  C H vinyl carbocation is unstable. CH2  C H fouk;y dkcZ/kuk;u vLFkk;h gSA
3. The major product of following reaction is : (fuEu vfHkfØ;k dk eq[; mRikn gS %
Aq. acetone
Product
55ºC
Br
OH
(A) (B*) (C) (D)

OH
OH OCH3
4. The correct end product (major) of the following reaction is
Cl / hv
CH3–CH2–CH3  (x + y) 
2
 z (major product)
CH3OH
(A*) 2-Methoxy propane (B) 1-Methoxy propane (C) Propane-2-ol (D) Propane-1-ol
fuEu vfHkfØ;k dk lgh vfUre mRikn ¼eq[;½ gSA
Cl / hv
CH3–CH2–CH3  (x + y) 
2
 z (eq[; mRikn)
CH3OH
(A*) 2-eSFkkWDlhizksisu (B) 1-eSFkkWDlh izksisu (C) izksisu-2-vkWy (D) izksisu-1-vkWy
5. For the reaction

nh xbZ vfHkfØ;k ds fy,
C2H5OH + HX  C2H5 – X the order of reactivity is vfHkfØ;k'khyrk dk Øe gksxk:
(A) HI > HCl > HBr (B*) HI > HBr > HCl (C) HCl > HBr > HI (D) HBr > HI > HCl
Sol. Reactivity of HX towards R–OH.
HI > HBr > HCl (- Ka)
Sol. R–OH ds izfr HX dh fØ;k'khyrk dk Øe
HI > HBr > HCl (- Ka)
6. Which one of the following statement is wrong about S N2 reaction?
(A*) The rate of reaction is independent of the concentration of nucleophile.
(B) Nucleophile attacks the carbon from opposite side where the leaving group is attached.
(C) Only in one step the bond formation and bond breaking will takes place.
(D) The rate of reaction  [substrate] [nucleophile]
PAGE NO.-26
SN2 vfHkfØ;k ds lanHkZ esa fuEu esa ls dkSulk dFku xyr gS?
(A*) vfHkfØ;k dh nj ukfHkdLusgh dh lkUnzrk ij fuHkZj ugha djrh gSA
(B) ukfHkdLusgh dkcZu ij mifLFkr fu"dklu lewg dh foifjr fn'kk ls vkØe.k djrk gSA
(C) dsoy ,d gh in esa ca/k fuekZ.k o ca/k dk fonyu gksrk gSA
(D) vfHkfØ;k dh nj  [vfHkdkjd] [ukfHkdLusgh]
7. Which one of the following compound is most reactive towards SN2 displacement ?
fuEu esa ls dkSu lk ;kSfxd SN2 foLFkkiu ds çfr lokZf/kd fØ;k'khy gS \
(A*) CH3CH2CH2CH2Cl (B) (CH3)3CCl (C) (D) (CH3)2CH–CH2Cl
8. For the reaction, fuEu vfHkfØ;k esa

NaSH
DMSO
(A) A single stereoisomer with same configuration will be formed.

(B) A racemic mixture will be produced.
(C) A single stereoisomer with opposite optical rotation will be formed.
(D*) A single stereoisomer will be formed.
(A) dsoy ,d f=kfoe leko;oh ftldk foU;kl leku gS] curk gSA
(B) jslsfed feJ.k izkIr gksrk gSA
(C) foijhr izdkf'kd ?kw.kZu okyk dsoy ,d f=kfoe leko;oh curk gSA
(D*) dsoy ,d f=kfoe leko;oh curk gSA
Na CH CHBr CH
9.  
CH3– SH  3


3
 Product , product is :
Na CH CHBr CH
CH3– SH    3


3
 mRikn , mRikn gS :
(A) CH3–CH2–CH2–S–CH3 (B) CH3–CH2–S–CH2–CH3
(C*) CH3–S–CH(CH3)2 (D) CH3–CH2–S–CH3
10. Identify the product in following reaction ?

fuEu vfHkfØ;k esa mRikn igpkuks :
CH ONa/DMSO

3
 Product mRikn
(1 eq.)
(A) (B*) (C) (D)
11. Which one of the following undergoes nucleophilic aromatic substitution at the fastest rate ?
fuEu esa ls dkSu lk ;kSfxd ukfHkd Lusgh ,sjkseSfVd izfrLFkkiu vfHkfØ;k vR;f/kd rhoz xfr ls nsrk gS \
 (A*) (B) (C) (D)
Sol. –I and –M group increases rate of ArSN2 reaction.

ArSN2 vfHkfØ;k dh nj c<+us ls –I rFkk –M lewg c<+rk gSA
PAGE NO.-27
12. Identify the principal organic product of the following reaction,
+ NaSCH3  product
fuEu vfHkfØ;k esa eq[; dkcZfud mRikn igpkfu;s]
+ NaSCH3  mRikn
 (A) (B*) (C) (D)
Sol. + –SCH3 
13. In which of the following reaction, the stereo chemistry of the product has been correctly shown
CH3 CH3
PI3 SOCl /Ether
(A) H OH  H I (B) 
2

C2H5 C2H5
SOCl /Pyridine
HBr 
2

(C)  (D*)
fuEu esa ls dkSulh vfHkfØ;k esa mRikn dh lgh f=kfoe jklk;fud lajpuk iznf'kZr dh xbZ gSA
CH3 CH3
PI3 SOCl / bZFkj
(A) H OH  H I (B) 
2

C2H5 C2H5
SOCl / fifjMhu
HBr 
2

(C)  (D*)
Sol. Reaction of alcohol with SOCl2 / Pyridine involues attack of Nucleophile from back side.
,YdksgkWy dh SOCl2 / fifjMhu ds lkFk vfHkfØ;k esa ukfHkdLusgh dk vkØe.k ihNs ls gksrk gSA
14. Identify the final product (Z) in the following sequence of reaction.
(1) LiAlH 4 KCN SnCl HCl
Ph–COOH   [X]  [Y] 2 [Z]
( 2) PBr3
fn;s x, vfHkfØ;k Øe esa mRikn (Z) gksxk %

(1) LiAlH 4 KCN SnCl HCl
Ph–COOH   [X]  [Y] 2 [Z]
( 2) PBr3
(A) Ph–CH2–NH2 (B) Ph –CH2–CH2–NH2 (C*) Ph–CH2–CHO (D) Ph–CH–NH2
CH3
NaI/ ,flVksu
  
NaI / Acetone
15.
[]T = +14º
(A) Optical rotation of product is –14º.
(B) Configuration of product is S.
(C*) Walden inversion is seen during above reaction.
(D) Transition state of SN2 is tetrahedral.
PAGE NO.-28
(A) mRikn dk izdkf'kd ?kw.kZu –14º gSA (B) mRikn dk foU;kl S gSA
(C*) mijksDr vfHkfØ;k esa okYMu izfriu gksrk gSA (D) SN2 vfHkfØ;k esa ladj.k voLFkk prq"Qydh; gksrh gSA
16. Which of the following alkyl halides on reaction with aq. acetone forms d/l mixture.
fuEu esa ls dkSulk ,fYdy gSykbM] tyh; ,lhVksu ds lkFk vfHkfØ;k ij d/l feJ.k nsrk gSA
(A) (B) (C) (D*)
1, 2 H shift aq. acetone

Sol.  
 d and l mixture
1, 2 H LFkkukUrj.k
  tyh; ,lhVksu
d rFkk l feJ.k
NaOH (1 eqv.)
17. 
 Product ¼mRikn½
The product is ¼mRikn gSA½

OH HO Br
(A) (B) (C*) .. (D) ..
OH OH O O
..
..
18. For the following reaction, rate is expressed as,
+ NaOH  CH3–CH–CH3
OH
rate = 4.7  10–5 [RX] [OH–] + 0.24  10–5 [RX]
fuEu vfHkfØ;k ds fy;s vfHkfØ;k dh nj fuEu izdkj O;Dr dh tkrh gSA
+ NaOH  CH3–CH–CH3
OH
nj = 4.7  10–5 [RX] [OH–] + 0.24  10–5 [RX]
(A) The reaction proceeds by SN1 route only
(B) The reaction proceeds by SN2route only
(C*) The reaction proceeds by SN1 as well as by SN2 routes (follows mixed mechanism pathway)
(D) If concentration of RX is doubled then rate will increase four times.
(A) vfHkfØ;k dsoy SN1 fØ;kfof/k ls lEiUu gksrh gSA
(B) vfHkfØ;k dsoy SN2 fØ;kfof/k ls lEiUu gksrh gSA
(C*) vfHkfØ;k SN1 rFkk SN2 fØ;kfof/k ls lEiUu gksrh gSA (fefJr fØ;kfof/k ekxZ dk vuqlj.k djrh gS)
(D) ;fn RX dh lkUnzrk nqxuh dj nh tk, rks vfHkfØ;k nj pkj xquh c<+ tkrh gSA
Sol. From the rate law it is clear that reaction proceeds by both the routs S N1 as well as SN2.
Sol. nj fu;e ds vuqlkj vfHkfØ;k SN1 rFkk SN2 fØ;kfof/k }kjk lEiUUk gksrh gSA
-
(i) CH3O
19. CH3–CH2SH (ii) ethylene oxide Product, Product is :
(iii) H2O
-
(i) CH3O
CH3–CH2SH (ii) ethylene oxide mRikn] mijksDr vfHkfØ;k esa izkIr mRikn fuEu esa ls gksxk\
(iii) H2O
(A*) CH3–CH2–S–CH2–CH2–OH (B) CH3–CH2O
+ CH2
(C) CH3–CH2–O–CH2–CH2–OH (D) CH3 – CH2 – S
CH2
- H2O
Sol. CH3 – CH2 – S + CH2 – CH2  CH3–CH2–S–CH2–CH2–OH
O
PAGE NO.-29
20. 
NaOH
 Product mRikn
H2O
Product of reaction vfHkfØ;k esa mRikn gksxk :
(A) (B) (C*) (D)

NaOH
 mRikn
H2O
vfHkfØ;k esa mRikn gksxk :
(A) (B) (C*) (D)
O-CHEMISTRY


EST INFORM AT IO
DPP

4. DPP Syllabus :
Matching List Type (One Option Correct) ('–1' negative marking) Q.7 (3 marks 2 min.) [03, 02]
Match the Following (no negative marking) Q. 8 (8 marks, 6 min.) [08, 06]
ANSWER KEY
1. (ABC) 2. (ABCD) 3. (ABC) 4. (AD) 5. (ABD) 6. (i). (D)
(ii). (C) (iii). (D) 7. (B) 8. (A – q, r) ; (B – p, s) ; (C – p) ; (D – r)
9. 3 10. 31 11. (A) 12. (D) 13. (A) 14. (A)
C H OH
1. 2 
5


major (eq[;)
What is correct about the given reaction.
(A*) It is unimoleculer nucleophilic substitution reaction.
(B*) Major product obtained by rearranged carbocation.
(C*) It is two step process.
(D) Rate of reaction depends on the concetration of alkyl halide and nucleophile.
PAGE NO.-30
nh xbZ vfHkfØ;k ds fy, lR; dFku gSA
(A*) ;g ,dy vkf.od ukfHkdLusgh izfrLFkkiu vfHkfØ;k gSA
(B*) eq[; mRikn iquZfoU;kflr dkcZ/kuk;u ls curk gSA
(C*) ;g nks in çØe vfHkfØ;k gSA
(D) vfHkfØ;k dh nj ,fYdy gSykbM rFkk ukfHkdLusgh dh lkUnzrk ij fuHkZj djrh gSA
2. Which of the following is/are biomolecular Nucleophilic substitution ?

fuEu esa ls dkSulh vfHkfØ;k f}v.kqd ukfHkdLusgh izfrLFkkiu gS ?
I NaOH NaOH
(A*)  
 (B*)  

DMSO 
I
NaOH HI
(C*)  
 (D*) OH 

NO2
3. Which of the following alkyl halides form a substitution product from an S N1 reaction, that is different from
an SN2 reaction.
fuEu esa ls dkSuls ,fYdy gSykbM ls cuus okys SN1 vfHkfØ;k }kjk izfrLFkkih mRikn] tks fd SN2 vfHkfØ;k ls fHkUu
gksA
CH3 Br CH3
| | |
(A*) CH3  CH  CH  CH  CH3 (B*) CH3  CH2  C  CH  CH3
| | |
CH3 CH3 Br
CH3
|
(C*) (D) CH3  CH  CH2  C  CH3
| |
Cl CH3
4. Which of the following reagent used for following transformations
fuEu esa ls dkSulk vfHkdeZd fuEu vUr%ifjorZu ds fy, mi;ksx fd;k tkrk gSA
CH3 CH3
?
OH  Cl
Ph Ph
(A*) PCl5 (B) HCl + ZnCl2 (C) SOCl2 (D*) PCl3
?

Sol.
5.
The correct compounds / statements is / are :

O
||
(A*) X is CH3 – C – O – Ph (B*) W is
(C) S is a 3° amine (D*) Y and Z can be distinguished by lucas test
PAGE NO.-31
lgh ;kSfxd@dFku gksxk@gksxsa %

O
||
(A*) X, CH3 – C – O – Ph gSA (B*) W, gSA
(C) S 3° ,ehu gSA (D*) Y rFkk Z dks Y;wdkWl }kjk foHksfnr dj ldrs gSaA
Sol.
Observe the following reactions and answer the questions (Q.i to iii)
aqueous acetone
(Q)
(2)
Br2 / h
(P)
(1)
(R)
(X) CH2 – CH2OH
(i). The product Q is :
(A) (B) (C) (D*) OH

OH
(ii). If Q is treated with HBr the product will be
(A) No reaction (B) ‘X’ (C*) ‘P’ (D) Isomer of P
(iii). The set of reagents (R) can be
(1) HCHO ( 2) H2O
 
(A)  
(1) CH3MgBr (2) HCHO (3) H2O
(B) 
 
 

(1) Mg / ether 2 ( 2) CH CHO (3) H O
(C) 
 
 
3
(1) Mg / ether (2) (3) H2O

(D*) 
 O


PAGE NO.-32
vuqPNsn #
fuEUk vfHkfØ;kvksa dk voyksdu dhft, rFkk iz'ukssa ¼ iz'u la- i ls iii½ ds mÙkj nhft,A
(i). The product Q is :

mRikn Q gSA
(A) (B) (C) (D*) OH
OH
(ii). ;fn Q dks HBr ds lkFk mipkfjr djrs gS rks mRikn gksxkA
(A) vfHkfØ;k ugh gksrh (B) ‘X’ (C*) ‘P’ (D) P dk leko;oh
(iii). vfHkdeZd (R) dk leqPp; gks ldrk gSA
(1) HCHO ( 2) H2O
 
(A)  
(1) CH MgBr (2) HCHO (3) H2O
(B)   
  
3
(1) Mg/ bZFkj ( 2) CH3CHO (3) H2O

(C)     
(1) Mg/ bZFkj (3) H2O
(D*) 
(2) O 

7. Match List I (Reaction) with List II (Mechanism) and select the correct answer using the code given below
the lists :
lwph–I ¼vfHkfØ;k½ dks lwph–II (fØ;kfofèk) ds lkFk lqesfyr dhft, rFkk uhps nh x;h lwph;ksa ds dksMksa dk mi;ksx djrs
gq, lgh mÙkj dk p;u dhft,A
List I (Reaction) List II (Mechanism)
lwph–I ¼vfHkfØ;k½ lwph–II (fØ;kfofèk)
PCl
(P) 
5
 (1) SN1
SOCl
(Q) 
2
 (2) SN2
(R) 
NaSH
 (3) SNi
(DMSO)
(S) 
2

HO (4) No reaction dksbZ vfHkfØ;k ugha
Codes ¼dksM½ :
P Q R S P Q R S
(A) 3 2 1 4 (B*) 2 3 4 1
(C) 3 2 4 1 (D) 2 1 4 3
PAGE NO.-33
8. Match the characteristics mentioned in Column–II with the reactions given in Column–I.
dkWye–II esa nh xbZ lEHkkoukvksa (characteristics) dks dkWye–I esa nh xbZ vfHkfØ;kvks ls feyku dhft,A
Column–I Column–II
dkWye–I dkWye –II
C H OH
(A) 2 
5

 (p) SN2
NaBr
(B) 
 (q) Rearrangement iquZfoU;kl
OTs
NaI
(C) 
 (r) SN1
Aq. NaOH

(D) (s) Walden Inversion okYMu izrhiu
tyh;NaOH
 
Ans. (A – q, r) ; (B – p, s) ; (C – p) ; (D – r)
C H OH C H OH
(A) 
2 5
 
1,2
 
2 5

Hydride shift
reaction is SN1, rearrangement (vfHkfØ;k SN1 gS] iquZfoU;kl½
(B) 
NaBr

reaction is SN2, Inversion (vfHkfØ;k SN2 gS] izrhiu½
(C) 
NaI
 I–CH2–CN +
reaction is SN2 (vfHkfØ;k SN2 gS½

H2O Acetone H O ,lhVksu
(D)   
2

reaction is SN1, racemic mixture.

(vfHkfØ;k SN1 gS] jslsfed feJ.k½
9. Which carbon atom will give fastest SN2 reaction in given compound ?
fuEu ;kSfxd esa ls dkSulk dkcZu ijek.kq lcls rhoz SN2 vfHkfØ;k nsxk \
Ans. 3
PAGE NO.-34
10. Consider the following reactions,
Report your answer as
fuEu vfHkfØ;kvksa dk voyksdu dhft,A
viuk mÙkj ds :i esa nhft,A
Ans. 31
ChemINFO Oxidation
Daily Self-Study Dosage for mastering Chemistry Oxidation of Alcohols
General Reactions :
Strong oxidation Weak oxidation
R–CH2–OH  RCOOH R–CH2–OH  RCHO
Carboxy licacid Aldehy de
Strong Oxidation R
R–CH–R R–C–R
or weak Oxidation Strong Oxidation
R–C–R No reaction
OH O or weak Oxidation
Ketone OH
Strong Oxidising agent : It may be any one of these:
(a) KMnO4 (b) K2Cr2O7 (c) CrO3/H+
Weak oxidising agent : It may be.
(a) PCC* = (Pyridinium Chloro Chromate) in CH2Cl2
Non aquous solv ent
+ HCl + CrO3 
 .Cl–.CrO3
N N
H
(b) Cu/Heat
Note :
1. Cu/Heat : It is not an oxidising agent rather a dehydrogenating agent for 1º & 2º Alcohols. It is dehydrating
agent for 3° alcohol and product will be alkene.
2. Double bonds & triple bonds also undergo oxidative cleavage with KMnO 4 and K2Cr2O7 /H+.
KMnO PCC
Ex.1. CH3CH2CH2OH 
4
 CH3CH2COOH Ex.2. CH3CH2CH2OH  CH3CH2CHO
K Cr O KMnO
Ex.3. CH3–CH–CH3 2 2
7
 Ex.4. 
4
 No reaction
OH
PAGE NO.-35
OH O
Cu /  KMnO HOOC
Ex.5. 
 CH2  C  CH3 Ex.6. 
4
 HOOC
| CH2–OH COOH
CH3
11. Which reagent is used for following conversion.

CH3–CH2–OH  CH3–COOH
(A*) KMnO4/H+/ (B) Cu2O/ (C) PCC (D) None of these
12. Which reagent is used for following conversion.
(A) KMnO4/H+/ (B) K2Cr2O7/H+ (C) PCC (D*) All of these
CH3CH2CH2CH2OH  X , 'X' is :

PCC
13.
(A*) CH3CH2CH2CHO (B) CH3CH2CH2COOH (C) CH3CH2CHO (D) CH3CH2COCH3
KMnO
14. 
4
 Product , Product is
(A*) (B)
(C) (D)
ChemINFO Oxidation
Daily Self-Study Dosage for mastering Chemistry Oxidation of Alcohols
lkekU; vfHkfØ;k,sa
izcy vkWD lhdj.k nqcZy vkWDlhdj.k
R  CH2  OH    RCOOH R  CH2  OH 
 RCHO
dkcksZfDly vEy , fYM gkbM
izcy vkWDlhdj.k R
R–CH–R R–C–R
;k nqcZy vkWDlhdj.k izcy vkWDlhdj.k
R–C–R dksbZ vfHkfØ;k ugha
OH O ;k nqcZy vkWDlhdj.k
dhVksu OH
çcyre vkWDlhdkjd inkFkZ : buesa ls dksbZ Hkh gks ldrk gSA
(a) KMnO4 (b) K2Cr2O7 (c) CrO3/H+
nqcZy vkWDlhdkjd inkFkZ : fuEu gksxkA
(a) PCC* = (fifjfMfu;e DyksjksØkseSV) CH2Cl2
+ HCl + CrO3 

Non aquous solvent
.Cl–.CrO3
N N
H
PAGE NO.-36
(b) Cu/Å"ek
uksV %
1. Cu/Å"ek : ;g ,d vkWDlhdkjd inkFkZ ugha gS ysfdu ;g 1º rFkk 2º ,YdksgkWyksa ds fy, ,d fogkbMªkstuhdj.k inkFkZ
gSA ;g 3° ,YdksgkWyksa ds fy, futZyhdkjd dk dk;Z djrk gSA
2. f}ca/k rFkk f=kca/k dk Hkh KMnO4 rFkk K2Cr2O7 /H+ }kjk vkWDlhdkjh fonyu gks tkrk gSA
KMnO 4 PCC
Ex.1. CH3CH2CH2OH  CH3CH2COOH Ex.2. CH3CH2CH2OH  CH3CH2CHO
K Cr O KMnO
Ex.3. CH3–CH–CH3 2 2
7
 Ex.4. 
4
 dksbZ vfHkfØ;k ugh
OH
OH O
Cu /  KMnO HOOC
Ex.5. 
 CH2  C  CH3 Ex.6. 
4
 HOOC
| CH2–OH COOH
CH3
11. fuEu :ikUrj.k ds fy, dkSulk vfHkdeZd mi;qDr gSA
CH3–CH2–OH  CH3–COOH
(A*) KMnO4/H+/ (B) Cu2O/ (C) PCC (D) buesa ls dksbZ ugha
12. fuEu :ikUrj.k ds fy, dkSulk vfHkdeZd mi;qDr gSA
(A) KMnO4/H+/ (B) K2Cr2O7/H+ (C) PCC (D*) mijksDr lHkh

PCC
13. CH3CH2CH2CH2OH  X , X' gS :
(A*) CH3CH2CH2CHO (B) CH3CH2CH2COOH (C) CH3CH2CHO (D) CH3CH2COCH3
KMnO
14. 
4
 mRikn, mRikn gS %
(A*) (B)
(C) (D)
PAGE NO.-37
O-CHEMISTRY


EST INFORM AT IO
DPP

4. DPP Syllabus :
ANSWER KEY
1. (B) 2. (C) 3. (B) 4. (B) 5. (A) 6. (C) 7. (B)
8. (A) 9. (B) 10. (B) 11. (A) 12. (B) 13. (B) 14. (D)
15. (A) 16. (C) 17. (C) 18. (A) 19. (D) 20. (D)
1. Which of the following statement not correctly describe E1 reactions of alkyl halides (RX)?
(A) Rearrangement is possible. (B*) Rate = k [Base] [RX]
(C) Rate = k [RX] (D) The reaction occur in two or more distinct steps
fuEu esa ls dkSulk dFku ,fYdy gSykbM (RX) dh E1 vfHkfØ;k ds lUnHkZ esa lgh ugha\
(A) iquZfoU;kl laHko gSA (B*) nj = k [{kkj] [RX]
(C) nj = k [RX] (D) vfHkfØ;k nks ;k nks ls vf/kd inksa esa lEiUu gksrh gSA
2. Which of the following compound shows dehydration on reaction with con. H 2 SO4\
fuEu esa ls dkSulk ;kSfxd lkUæ H2SO4 ds lkFk vfHkfØ;k djus ij futZyhdj.k n'kkZrk gS\
OH
CH3
|
(A) CH3OH (B) (C*) CH3–C–CH 2–OH (D)
|
CH3
CH3
3. Arrange following alcohols in decreasing order of their reactivity for dehydration reaction in acidic
medium :
vEyh; ekè;e esa fn;s x;s ,YdksgkWyksa dh futZyhdj.k vfHkfØ;k dh fØ;k'khyrk dk ?kVrk gqvk lgh Øe dkSulk gS %
(I) (II) (III) (IV)

(A) IV > II > III > I (B*) IV > I > II > III (C) I > III > II > III (D) II > III > IV > I
Sol. E1 reaction is proportional to stability of carbocation.
Sol. E1 vfHkfØ;k dk osx dkcZ/kuk;u ds LFkkf;Ro ij fuHkZj djrk gSA
PAGE NO.-38
CH OH
4.  
3
 Major elimination product [P], [P] is :

CH OH
 
3
 eq[; foyksiu mRikn [P], [P] gS %

(A) Ph–CH2–CH=C (B*) Ph–CH=CH–CH

(C) Ph–CH = C–CH3 (D) Ph–CH2–CH2– C=CH2
|
CH3 CH3
Conc.H SO / 
5. 2 
4
 Major product is : eq[; mRikn gS %
(A*) (B) (C) (D)
6.  Major product of given reaction is :

fuEu vfHkfØ;k dk eq[; mRikn gS %
Ph
EtOH
Ph Ph  


Br
Ph Ph Ph Ph Ph Ph
Ph
(A) (B) (C*) (D)
Ph Ph Ph Ph Ph Ph H
7. What is incorrect about E2 reaction ?
(A) It is an anti-elimination reaction
(B*) Carbocation is formed as an intermediate during the reaction.
(C) Saytzeff alkene is formed as major product.
(D) It is a bimolecular reaction.
E2 vfHkfØ;k ds fy, fuEu esa ls dkSulk dFku xyr gS \
(A) ;g ,d ,UVh&foyksiu vfHkfØ;k gSA
(B*) vfHkfØ;k ds nkSjku dkcZ/kuk;u e/;orhZ curk gSA
(C) eq[; mRikn ds :i esa lSRtSQ ,Ydhu curh gSA
(D) ;s ,d f}v.kqd vfHkfØ;k gSA
8. The correct reactivity order with alcoholic KOH for the following compounds is :
fuEu ;kSfxdksa dh ,YdksgkWfyd KOH ds lkFk fØ;k'khyrk dk lgh Øe dkSulk gS %
(A*) I > II > III (B) III > II > I (C) I > III > II (D) II > III > I
9.  Major product of the given reaction is :
fuEu vfHkfØ;k dk eq[; mRikn gS %
EtOK / EtOH

 Product (mRikn)
(A) (B*) (C) (D)
PAGE NO.-39
alc.KOH/
10.  Major product is :(eq[; mRikn gSA )
(A) (B*) (C) (D)
Sol.   

Anti elimination

  ,UVh foyksiu 


11. How many structural isomers with molecular formula C 5H11Br yield only a single alkene on
dehydrohalogenation by alc. KOH ?
C5H11Br ds fdrus lajpukRed leko;oh;ksa dk fogkbMªksgSykstuhdj.k ,YdksgkWfyd KOH ls djkus ij dsoy ,d gh
,Ydhu izkIr gksrh gSA
(A*) 3 (B) 2 (C) 4 (D) 5
Br Br
Sol. Br
12. How many halogen atoms will be eliminated in E2 reaction with strong base :
mijksDr ;kSfxd dh izcy {kkj ds lkFk E2 vfHkfØ;k esa fdrus gSykstu ijek.kq foyksfir gksrs gS\
(A) 2 (B*) 3 (C) 4 (D) 6
Sol. (3 gSykstu)
13.
Product (P) and (Q) respectively :

mRikn (P) ,oa (Q) Øe'k% gksxsa %
(A) , (B*) ,
(C) , (D) ,
PAGE NO.-40
Sol. t-BuO–  a sterically hindered base will give Hofmann elimination as major product. Where as EtO – will
give Saytzeff's product.
t-BuO–  f=kfoe ckf/kr {kkj }kjk gkWQeku foyksiu eq[; mRikn gksxk tcfd EtO– }kjk lSRtSQ mRikn eq[; gksxkA
14. Which of the following will give E1cB reaction.
fuEu esa ls dkSulk ;kSfxd E1cB vfHkfØ;k nsxkA
(A) (B)
(C) (D*) All of these (mijksDr lHkh)
15. E1cB reaction is not possible in

CN
(B) C6H5–CH–CH–CH3 
Base
(A*) C6H5—CH–CH3 Base
—

Br SR2
(C) O2N—CH2—CH2 Base (D)  
Base
—
Br
fuEu esa ls dkSuls ;kSfxd esa E1cB vfHkfØ;k lEHko ugha gS %

CN
{kkj
(A*) (B) C6H5–CH–CH–CH3 

SR2
(C) (D)
NaOH, 
16. 
 (Product)
The major product of above reaction is obtained by mechanism :
NaOH, 

 (mRikn)
mijksDr vfHkfØ;k esa eq[; mRikn dkSulh fØ;kfof/k }kjk izkIr gksrk gS %
(A) SN2 (B) E2 (C*) E1cB (D) E1
NaOH, 
Sol. 
 (E1cB mechanism) (E1cB fØ;kfof/k)
17. Which of the following will follow E1cB elimination as major path ?
fuEu esa ls dkSulh vfHkfØ;k eq[; :i ls E1cB foyksiu }kjk lEiUu gksrh gS \
Br Br
Alc.KOH, Alc.KOH,
(A)  (B) 
Br Br
CN Alc.KOH, Alc.KOH,
(C*)  (D) 
PAGE NO.-41

OH
18.  P(major), here ‘P’ is :


OH
 P (eq[;), ‘P’ gS %

(A*) (B) (C) (D) CH3–OH
Sol.
19. Which of the following reaction will give saytzeff product as major product ?
fuEu esa ls fdl vfHkfØ;k esa lSRtSQ mRikn eq[; :i esa izkIr gksrk gS \
Br 
CH3 Alc .KOH t Bu O K
(A) CH3–CH–CH   
 (B) CH3–CH–CH–CH3   

| CH3  
F CH3
Br

OH EtO / EtOH
(C)  (D*) 

 
 
Sol. Strong electronegative group (F, NR3 , SR2 ) exert strong – effect due to this reaction followed by E1cB

mechanism. t- BuO also give Hoffmann product.
 
izcy fo|qr_.kh lewg (F, NR3 , SR2 ) izcy– izHkko yxkrs gS] ftlds dkj.k vfHkfØ;k dh fØ;kfof/k E1cB gksrh gSA

t- BuO gkWQeku mRikn nsrk gSA
aq. AgNO3
20.  ?

Major product is eq[; mRikn gS
(A) (B)
(C) Ph–CO–CMe3 (D*)
PAGE NO.-42
  + AgI 
Aq. AgNO3
Sol.

Migration of Ph

O-CHEMISTRY


EST INFORM AT IO
DPP

4. DPP Syllabus :
One or more than one choice Objective Q.1 to Q.5 (3 marks, 2 min.) [15,10]
Match the Following (no negative marking) Q. 8 (8 marks, 6 min.) [08, 06]
ANSWER KEY
1. (ABCD) 2. (BCD) 3. (AB) 4. (BCD) 5. (BD) 6. (i). (C) (ii). (A) (iii). (B)
7. (D) 8. (A – p) ; (B – p, r) ; (C – p, q, s) ; (D – p, q, s) 9. 3 10. 33
11. (B) 12. (B) 13. (B) 14. (D)
1. Following graph between G and reaction progress in for/can be :

G ,oa vfHkfØ;k ds e/; fuEufyf[kr vkjs[k dkSulh vfHkfØ;kvksa ds fy, lgh gksxk
(A*) SN1 reaction (B*) E1 reaction

(C*) Aromatic electrophilic substiution (D*) Electrophilic addition reaction
(A*) SN1 vfHkfØ;k (B*) E1 vfHkfØ;k
(C*) ,jksesfVd bysDVªku Lusgh izfrLFkkiu vfHkfØ;k (D*) bysDVªksu Lusgh ;ksxkRed vfHkfØ;k
PAGE NO.-43
2. Observe the following sequence of reactions. Which statement/s is/are correct about these reaction. X,
Y and Z are the major products obtained.
CH3 CH3
| | CH3I AgOH  HCl C H O  / C 2H5 OH, 
PhCH2  CH  CH2  N :     (X) + (CH3)3N + H2O  (Y) 25   (Z)
(1) ( 2) (3 ) ( 4) (5 )
|
CH3
(A) Product ‘Y’ is an optically active compound
(B*) X and Z are positional isomers
(C*) Step-1 is SN2 reaction, step-4 is electrophilic addition reaction
(D*) Step-3 and step-5 are elimination reactions
fuEu fyf[kr vfHkfØ;k Øe esa lgh dFku gS tgk¡ X, Y rFkk Z eq[; mRikn gS&
CH3 CH3
| | CH3I AgOH  HCl C H O  / C 2H5 OH, 
PhCH2  CH  CH2  N :     (X) + (CH3)3N + H2O  (Y) 25   (Z)
(1) ( 2) (3 ) ( 4) (5 )
|
CH3
(A) mRikn ‘Y’ ,d izdkf'kd lfØ; ;kSfxd gS
(B*) X vkSj Z fLFkfr leko;oh gS
(C*) in -1 SN2 vfHkfØ;k rFkk in-4 bysDVªkWu Lusgh ;ksxkRed vfHkfØ;k gSa
(D*) in-3 rFkk in-5 foyksiu vfHkfØ;k gS
CH3 CH3
| | CH3I
Sol. PhCH2  CH  CH2  N : 
(1)
|
CH3
CH3
|
N(CH3)3 + H2O + Ph  CH2  C  CH2 AgI +
( X)
CH3 CH3
| - |
C2H5O / C2H5OH / 
Ph - CH - CH - CH3 Ph  CH  C  CH3
| (5)
( Z)
Cl
(Y)
3. When neopentyl alcohol is treated with H2SO4 a mixture of two alkenes (85:15) is formed. Which
statement/s is/are correct about these alkenes.
(A*) Both give same major product with HBr.
(B*) Both give different products (major) with HBr/R2O2/light.
(C) The alkene which is formed in 85% concentration has higher heat of hydrogenation than the other
one obtained in 15% concentration.
(D) Both give same product on ozonolysis.
tc fu;ksisfUVy ,Ydksgy dks H2SO4 ds lkFk mipkfjr djrs gS rks nks ,fYduks (85:15) dk feJ.k curk gSA
bu ,fYduksa ds lUnHkZ esa fuEUk esa ls dkSulk@dkSUkls dFku lgh gS\
(A*) nksuksa HBr ds lkFk leku eq[; mRikn nsrs gSA
(B*) nksuksa HBr/R2O2/iz’dk’'k ds lkFk fHkUUk mRikn (eq[;) nsrs gSA
(C) ,fYdu tks 85% lkUnzrk esa curh gS] ;g 15% lkUnzrk esa izkIr ,d vU; ,fYdu ls mPp gkbMªkstuhdj.k dh
Å"ek j[krh gSaA
(D) nksuksa vkstksuhvi?kVu ij leku mRikn nsrs gSA
PAGE NO.-44
CH3
|
Sol. CH3  C  CH2  OH
|
CH3
KOH
4. 
Which of the following is/are True for the above reaction

mDr vfHkfØ;k ds lanHkZ esa fuEu esa ls dkSulk@dkSuls dFku lR; gS@gSa\
(A) Deuterium exchange is not seen during this reaction if carried out in D 2O
bl vfHkfØ;k esa M~;wVsfj;e fofue; ugha gksrk gS] ;fn ;g vfHkfØ;k D2O esa dh tkrh gSA
(B*) Reaction occurs in two steps. vfHkfØ;k nks inksa esa lEiUu gksrh gSA
(C*) HO– acts as a base. HO– {kkj dh rjg dk;Z djrk gSA
(D*) Anion formed as intermediate is Aromatic. e/;orhZ ds :i esa cuus okyk _.kk;u ,sjkseSfVd gSA
5. The correct statements about the following reaction are :
[Hint : Al2O3 gives saytzeff's product without any rearrangment]
(A) The product P is
(B*) The product Q is
(C) The product R is
(D*) The compound gives product (P) on treatment with conc. H 2SO4 as well as with Al2O3/
PAGE NO.-45
fuEu vfHkfØ;k ds ckjs esa lgh dFku gksxsaA
[ladsr: Al2O3 fcuk fdlh iquZfoU;kl ds lsV~tsQ mRikn nsrk gS]

(A) mRIkkn P gSA
(B*) mRikn Q gSA
(C) mRikn R gSA
(D*) ;kSfxd lkUnz H2SO4 vkSj Al2O3/ds lkFk mipkfjr djus ij mRikn (P) nsrk gSA
Conc . H SO O
Sol.   2
4
 

3
(Q)
 Zn / H2 O
O


3
Zn / H2 O
  
Conc .H2SO 4


3 O
(Q)
 Zn / H2 O
O


3
Zn / H2 O
Deuterium is the isotope of hydrogen of mass number 2, with a proton and a neutron in its nucleus. The
chemistry of deuterium is nearly identical to the chemistry of hydrogen, except that the C–D bond is
slightly (1.2 kcal/mol or 5.0 KJ/mol) stronger than C–H bond. Reaction rates tend to be slower if a C–D
bond (as compared to a C–H bond) is broken in a rate limiting step. This effect on the rate is called a
kinetic isotopic effect.
Observe the following reactions
KOH, alcohol
(I)  +
KOH, alcohol
(II)     +

PAGE NO.-46
H O / Acetone
(III) 2    
 +

H O / Acetone
(IV) 2    
 +

(i). Find out the correct statement about I and II reaction (for elimination product)
(A) For elimination product rate of formation of CH2= CH–CH3 and CD2= CH–CD3 is same.
(B) Rate of formation of CD2= CH–CD3 is greater than rate of formation of CH2= CH–CH3
(C*) Rate of formation of CH2= CH–CH3 is greater than rate of formation of CD2=CH–CD3
(D) We can not predict which will form faster.
(ii). Find out correct statement about I and II reaction (for substitution product)
(A*) Rate of formation of and is almost same.
(B) Rate of formation of is geater than formation.
(C) Rate of formation of is very much greater than formation of .
(D) We can not predict which will form faster.

(iii). Find out correct statement about III and IV reaction
(A) CH2=CH–CH3 and CD2=CH–CD3 are formed at same rate by E2 mechanism
(B*) CH2=CH–CH3 and CD2=CH–CD3 are formed at same rate by E1 mechanism
(C) is formed faster than by SN1 mechanism
(D) is formed 7 times faster than by SN1 mechanism.

vuqPNsn #
M~;wVsfj;e gkbMªkstu ds ukfHkd esa izksVkWu rFkk U;wVªksu ds lkFk nzO;eku la[;k 2, ds gkbMªkstu dk leLFkkfud gSA
M~;wVsfj;e dk jlk;u gkbMªkstu ds jlk;u ds yxHkx leku gksrk gS] blds ctk; dh C–D cU/k (1.2 kcal/mol ;k
5.0 KJ/mol) C–H cU/k dh vis{kk de izcy gksrk gSA vfHkfØ;k nj de gksus dh lkEkF;Z j[krh gS] ;fn C–D cU/k (C–
H cU/k dh rqyuk eas ) nj lhekUr in esa VwVrk gSA nj ij ;g izHkko xfrd leLFkkfud izHkko dgykrk gSA
fuEu vfHkfØ;kvksa dk voyksdu dhft,A
KOH, alcohol
(I)  +
KOH, alcohol
(II)  +
H O / Acetone
(III) 2    
 +

H O / Acetone
(IV) 2    
 +

PAGE NO.-47
(i). I rFkk II vfHkfØ;k (foyksiu mRikn ds fy,) ds ckjs eas lgh dFku crkb;saA
(A) CH2= CH–CH3 rFkk CD2= CH–CD3 ds fuekZ.k dh nj foyksiu mRikn ds fy, leku gksrh gSA
(B) CD2= CH–CD3 ds fuekZ.k dh nj CH2= CH–CH3 ds fuekZ.k dh nj ls vf/kd gksrh gSA
(C*) CH2= CH–CH3 ds fuekZ.k dh nj CD2=CH–CD3 ds fuekZ.k dh nj ls vf/kd gksrh gSA
(D) ge ;g Kkr ugh dj ldrs gS fd dkSulk mRikn rhozre cusxkA
(ii). I rFkk II vfHkfØ;k (izfrLFkkiu mRikn ds fy,) ds ckjs eas lgh dFku crkb;saA
(A*) rFkk ds fuekZ.k dh nj izk;% leku gksrh gSA
(B) ds fuekZ.k dh nj ds fuekZ.k dh nj ls vf/kd gksrh gSA
(C) ds fuekZ.k dh nj ds fuekZ.k dh nj ls cgqr&cgqr vf/kd gksrh gSA
(D) ge ;g Kkr ugh dj ldrs gS fd dkSulk mRikn rhozre cusxkA

(iii). III rFkk IV vfHkfØ;k ds fy, lgh dFku crkb,A
(A) CH2=CH–CH3 RkFkk CD2=CH–CD3 leku nj ij E2 fØ;kfof/k }kjk curs gSA
(B*) CH2=CH–CH3 RkFkk CD2=CH–CD3 leku nj ij E1 fØ;kfof/k }kjk curs gSA
(C) , dh vis{kk SN1 fØ;kfof/k }kjk rsth curk gSA
(D) , dh vis{kk 7 xquk S N1 fØ;kfof/k }kjk rsth curk gSA
7. Match List I (Reaction) with List II (Mechanism) and select the correct answer using the code given below
the lists :
lwph-I (vfHkfØ;k) dks lwph-II (fØ;kfof/k) ds lkFk lqesfyr dhft, rFkk uhps fn;s x;s dksM+ksa dk mi;ksx djrs gq, lgh
mÙkj dk p;u dhft,A
List I List II
lwph-I lwph-II
HO 
(P)  
 (1) SN1
CH3
|
H O
(Q) CH3  C  Br 2 (2) SN2
|
CH3
Isopropy lalcohol  KOH

       


(R) (3) E1
vkblksifiy,
zks Ydksg kWy KOH


lkUæ- H2SO4
Conc .H SO
(S)   2 
4
   (4) E2
 
Codes : (dksM+)
P Q R S P Q R S
(A) 1 2 4 3 (B) 2 1 3 4
(C) 1 2 4 3 (D*) 2 1 4 3
PAGE NO.-48
8. Match the reactions of column I with the characteristics mentioned in column II.
Column I Column II
(Reaction) (Characteristics)
O F
(A) || | Base,  (p) Regioselective reaction
Ph — C — CH2 — CH — CH3 
H SO
(B) 2 
4
 (q) Stereospecific reaction

(C) Alc .KOH (r) Rearrangement reaction

  


H Me
MeONa
(D) D Me  (s) Bimolecular reaction
O
dkWye-I esa nh xbZ vfHkfØ;k dk dkWye-II esa fn;s x;s yk{kf.kd xq.k ls feyku dhft,A
dkWye-I dkWye-II
(vfHkfØ;k) (yk{kf.kd xq.k)
O F
(A) || | Base,  (p) fjft;kslysfDVo vfHkfØ;k
Ph — C — CH2 — CH — CH3 
H SO f=kfoe fof'k"V vfHkfØ;k

(B) 2 
4
 (q)

(C) Alc .KOH (r) iquZfoU;kl vfHkfØ;k

  


H Me
MeONa
(D) D Me  (s) f}vkf.od vfHkfØ;k
O
Ans. (A – p) ; (B – p, r) ; (C – p, q, s) ; (D – p, q, s)
Alc KOH
9. 
 Total number of possible alkenes are :
¼dqy lEHko ,Ydhu mRikn dh la[;k gksxh½

Ans. 3
Alc KOH
Sol. 
 + +
E2 mech.
PAGE NO.-49
10.
Report your answer as X Y

X ¼çfrLFkkfir mRikn dh la[;k ¼f=kfoe leko;oh lfgr½ lHkh laHko½
C2H5OH
Y ¼foyksiu mRikn dh la[;k ¼f=kfoe leko;oh lfgr½ lHkh laHko½

vius mÙkj dks fuEu çdkj vafdr X Y djksA
Ans. 33
Sol.
ChemINFO Oxidation
Daily Self-Study Dosage for mastering Chemistry Oxidation By MnO2, HNO3, & Br2 / H2O
Oxidation By MnO2, HNO3 & Br2 /H2O
(I) MnO2 : It oxidises only allylic and benzylic 1º alcohol and 2º alcohol into aldehyde and ketone respectively
OH O
MnO MnO
Ex.1 Ph – CH2 – OH  
2
 Ph – CHO Ex.2  
2

 
Note : MnO2 does not affect double bond and triple bond.
(II) HNO3 : It oxidises 1º alcohol and aldehyde in to acid.
CHO COOH
H OH H OH
HNO HNO
Ex.1 CH3–CH2–CH2–OH 
3
 CH3–CH2–COOH Ex.2 
3
 
H OH H OH
CH2–OH COOH
Note : HNO3 does not oxidise 2º Alcohol.
(III) Br2 / H2O : It oxidises aldehyde into acid
Br /H O Br /H O
Ex.1 CH3–CH2–CHO 
2 2

 CH3–CH2–COOH Ex.2CH3–C–CH2–OH 
2 2

 No reaction
O
Note : Br2/ H2O does not oxidise alcohol.
OH MnO
11. 
2
 Product, Product is :
(A) (B*) CHO (C) COOH (D)

O
PAGE NO.-50
MnO 2
12. OH   Product, Product is :
OH
(A) O (B*) O (C) OH (D) OH
O OH O CHO
HNO
13. 
3
 Product, Product is
(A) (B*) (C) (D)

CHO
H OH Br / H O
14. 2
2
 Product, Product is
H OH
CH2OH
COOH CHO CHO COOH
H OH H OH H OH H OH
(A) (B) (C) (D*)
H OH H OH H OH H OH
COOH CHO COOH CH2OH
ChemINFO Oxidation
Daily Self-Study Dosage for mastering Chemistry MnO2, HNO3, rFkk Br2 / H2O }kjk vkWDlhdj.k
(I) MnO2 : ;g dsoy ,fyfyd rFkk csfUtfyd 1º ,YdksgkWy rFkk 2º ,YdksgkWy dks Øe'k% ,fYMgkbM ,oe~ dhVksu esa
vkWDlhd`r djrk gSA
OH O
MnO MnO
Ex.1 Ph – CH2 – OH  
2
 Ph – CHO Ex.2  
2

 
uksV% MnO2 f}c/k rFkk f=kca/k dks izHkkfor ugh djrk gS %
(II) HNO3 : ;g 1º ,YdksgkWy rFkk ,fYMgkbM dks vEy es vkDlhd`r dj nsrk gS%
CHO COOH
H OH H OH
HNO HNO
Ex.1 CH3–CH2–CH2–OH 
3
 CH3–CH2–COOH Ex.2 
3
 
H OH H OH
CH2–OH COOH
uksV : HNO3 2º ,YdksgkWy dks vkDlhd`r ugh djrk gS %
(III) Br2 / H2O : ;g ,fYMgkbM dks vEy esa vkWDlhd`r dj nsrk gS %
Br / H O Br / H O
Ex.1 CH3–CH2–CHO 2
2
 CH3–CH2–COOH Ex.2 CH3–C–CH2–OH 2
2
 No reaction
O
Br2/ H2O ,YdksgkWy dks vkWDlhd`r ugh djrk gSA
OH MnO
11. 
2
(A) (B*) CHO (C) COOH (D)

O
PAGE NO.-51
MnO 2
12. OH   mRikn, mRikn gS %
OH
(A) O (B*) O (C) OH (D) OH
O OH O CHO
HNO
13. 
3
(A) (B*) (C) (D)
CHO
H OH Br / H O
14. 2
2
 mRikn, mRikn gS %
H OH
CH2OH
COOH CHO CHO COOH
H OH H OH H OH H OH
(A) (B) (C) (D*)
H OH H OH H OH H OH
COOH CHO COOH CH2OH
O-CHEMISTRY


EST INFORM AT IO
DPP

ANSWER KEY
1. (C) 2. (A) 3. (B) 4. (A) 5. (C) 6. (D) 7. (D)
8. (B) 9. (D) 10. (C) 11. (B) 12. (D) 13. (B) 14. (A)
15. (C) 16. (A) 17. (C) 18. (D) 19. (B) 20. (C)
1. The correct structure of benzene was proposed by
(A) Faraday (B) Davy (C*) Kekule (D) Wohler
fuEu esa ls fdl oSKkfud us csUthu dh lgh lajpuk dh [kkst dh Fkh \
(A) QSjkMs (B) Msoh (C*) dsdwys (D) oksgyj
2. Which is an aromatic compound

fuEu esa ls dkSulk ,sjkseSfVd ;kSfxd gS \
(A*) (B) (C) (D)
PAGE NO.-52
Sol. Species (I), (II) & (VI) are aromatic in nature due to presence of 6 electrons in cyclic conjugation.
iztkfr (I), (II) rFkk (VI) ,sjkseSfVd gSa D;ksafd bu ;kSfxdksa esa 6bysDVªkWu pfØ; la;qXeu esa gSA
3. Which is an anti-aromatic compound

fuEu esa ls dkSulk ,sUVh&,sjkseSfVd ;kSfxd gS \
(A) (B*) (C) (D)
4. Which of the following is Aromatic compound.

fuEu esa ls dkSuls ,jksefs Vd ;kSfxd gSA
(A*) (B) (C) (D)
5. Which is a non-aromatic compound

fuEu esa ls dkSulk ukWu&,sjkseSfVd ;kSfxd gS \
(A) (B) (C*) (D)
6. Which of the following is Aromatic in nature.

fuEu esa ls dkSulk ,jksesfVd gSA
(A) (B) (C) (D*)
7. Which of the following is Aromatic compound.

fuEu esa ls dkSuls ,jksefs Vd ;kSfxd gSA
(A) (B) (C) (D*) All of these mijksDr lHkh
8. Which is an anti-aromatic compound

fuEu esa ls dkSulk ,sUVh&,sjkseSfVd ;kSfxd gS \
(A) (B*) (C) (D)
PAGE NO.-53
9. Which of the following reaction is possible ?
fuEu esa ls dkSulh vfHkfØ;k lEHko gSa \
HClO4
(A) + AgClO4  + 2 AgCl  (B)
(C) 
NaH
(D*) All of these mijksDr lHkh
10. Which of the following is/are polar stable molecule/s

fuEu esa ls dkSulk@dkSuls /kzqoh; LFkkbZ v.kq gSA
(A) (B) (C*) (D)
Sol. Z=   etc 
Azulene has dipole moment 0.8. Its resonating structure II with charge separation has aromatic stability
in both the rings so these structures have more contribution to resonance hybrid and are responsible for
its dipole moment.
,tqyhu 0.8 f}/kzqo vk?kw.kZ j[krk gSA bldh vuquknh lajpuk II] i`Fkd vkos'k ds lkFk nksuksa oy;ksa esa ,sjkseSfVd LFkkf;Ro
j[krh gSA vr% ;s lajpuk,sa vuqukn ladj.k esa vf/kd ;ksxnku nsrh gS rFkk blds f}/kzqo vk?kw.kZ ds fy, mÙkjnk;h gksrh
gSA
S=   etc 
11. In which of the following reactions H2 gas is liberated :

K(Metal ) K(Metal ) K(Metal ) K(Metal )
(A) 
 (B*) 
 (C) 
 (D) 

fuEu esa ls dkSulh vfHkfØ;k esa H2 xSl eqDr gksrh gS %

K( èkkrq) K( èkkrq ) K( èkkrq ) K( èkkrq)
(A)  (B*)  (C)  (D) 
Sol. Anti aromatic compound is not form in any reaction.

K(Metal ) 1
(b) 
 + H2
2
Sol. ,UVh ,jkseSfVd ;kSfxd fdlh Hkh vfHkfØ;k esa ugh curk gSA
K( èkkrq ) 1
(b)  + H2
2
PAGE NO.-54
12. Select the incorrect option for the properties mentioned against the following :
(A) > (Rate of reaction with CH3MgBr).
(B) < (Rate of reaction in ethanol at 550 C)
(C) < (Nucleophilicity).
(D*) > (Rate of giving yellow precipitate with AgNO3).
fuEu fodYiksa ds lkeus fn;s x;s xq.kkas dk dkSulk fodYi xyr gS] pqfu;s %
(A) > (CH3MgBr ds lkFk vfHkfØ;k dh nj)
(B) < (550 C ij ,FksukWy esa vfHkfØ;k dh nj)
(C) < (ukfHkd Lusfgrk)
(D*) > (AgNO3 ds lkFk ihyk vo{ksi nsus dh nj)
13. Which is the most likely group for substituent 'X' based on the relative rate factors for chlorination in the
given compound
fn;s x;s ;kSfxd dh Dyksjhuhdj.k vfHkfØ;k dh nj dks izHkkfor djus okyk fuEu ls dkSu lk lewg izfrLFkkih X ds fy;s
mi;qDr gksxk\
(A) –CF3 (B*) –C(CH3)3 (C) –CH3 (D) –CH = O
CO, HCl
14.  (Y) Product will be : (mRikn gksxk)
AlCl3
(A*) (B) (C) (D)
PAGE NO.-55
15. The major products of the following reaction are
fuEu vfHkfØ;k ds eq[; mRikn gSa %
H O / 
3  
 Products mRikn
(A) HCHO (B) (C*) PhCHO (D) CH3CH2OH
16. Following equation illustrates

fuEu vfHkfØ;k n'kkZrh gSA
300350C
C6H5Cl + 2NaOH    C6H5ONa + NaCl + H2O
300 atm
(A*) Dow’ process (B) Kolbe’s process (C) Carbylamine test (D) Haloform reaction
(A*) MkWm fofèk (B) dksYcs fofèk (C) dkfcZy,ehu ijh{k.k (D) gSyksQkWeZ vfHkfØ;k
17. Phenol + CHCl3 + NaOH  product is :

(A) Benzoic acid (B) p-chlorophenol (C*) Salicylaldehyde (D) salicylic acid
QhukWy + CHCl3 + NaOH  mRikn gS :
(A) csUtksbd vEy (B) p-DyksjksQhukWy (C*) lsfyflysfYMgkbM (D) lsfyflfyd vEy
Sol. + CHCl3 + NaOH  
18. A and B are respectively :
(A ,oa B Øe'k% gksxsa%)
(A) (B)
(C) (D*)
19. The rate determing step of following reaction is :

fuEu vfHkfØ;k esa nj fu/kkZjr in gS %
(A) 1 (B*) 2 (C) 3 (D) 4

Sol. Attack of electrophile on benzene.
gy bysDVªkWuLusgh dk csathu ij vkØe.kA
PAGE NO.-56
20. m-Nitromandelic acid is synthesized by

m-ukbVªkses.Msfyd vEy fuEu }kjk la’'ysf"kr gksrk gS&


HNO3  H2SO4 HCN/ HCl / AlCl3 HCN/ NaOH H SO4 , 

(A)      2  
(1) ( 2) (3) ( 4)
CHCl3 / AlCl3 KCN KOH HNO3  H2SO4
(B)    
(1) ( 2) (3) ( 4)
HCN/ HCl / AlCl3 HNO  H SO4 NaCN,H SO4 H O / H', 

(C*)   32   2  2 
(1) (2) (3 ) ( 4)
CHCl3 / AlCl3 NBS KCN Br2 KOH HNO  H SO4

(D)        32  
(1) (2) (3) ( 4) (5) ( 6)
Sol.
Sol.
PAGE NO.-57
O-CHEMISTRY


EST INFORM AT IO
DPP

1. Course of the week as per plan:
2. Course covered till previous week:
3. Target of the current week:
4. DPP Syllabus:
One or more than one choice Objective Q.1 to Q.4 (3 marks, 2 min.) [12, 08]
Comprehension ('–1' negative marking) Q.5 to Q.7 (3 marks, 2 min.) [09, 06]
ANSWER KEY
1. (B) 2. (ABD) 3. (BC) 4. (ABCD) 5. (A) 6. (B) 7. (B)
8. (C) 9. 3 10. 7
1. + HO  A ; Product (A) of the given reaction is :

( 4 mole) (major)
HO  A ; nh xbZ vfHkfØ;k ds fy, mRikn (A) gksxkA

( 4 eksy) ( eq[; )
 (A) (B*)
(C) (D)
PAGE NO.-58
2 mole OH–
Sol. + HO  

( 4 mole)
2. Identify the options in which the correct products have been reported in the reactions :
fuEu esa ls fdl vfHkfØ;k esa cuus okys mRikn lgh fn,s x;s gS \
OH OH
Br2 /H2O Br Br
(A*)  
Br
O O
C–O C–O
Br (1 mol)/Fe
(B*) 
2

Br
OH OH
Dilute ruq HNO , 20ºC O2N NO2
3



(C)
NO2
OH O–C2H5
(C H ) SO NaOH / 
(D*) 25
2
4

3. Which of the following products will be formed in the given reaction :

fuEu nh xbZ vfHkfØ;k esa fuEu esa ls dkSuls mRIkkn curs gSA
O / heat H O  / heat
Ph3C – H 2
 3   

(A) PhCH2OH (B*) Ph–OH (C*) Ph2C=O (D) Ph–CHO

Ph Ph Ph
Ph
H3O (hy droly sis)
 Ph–C–O–OH2  Ph–OH + Ph–C
O2 / +
Sol. Ph–C–H 
 Ph–C–O–O–H      
Ph Ph O
Ph
Hydroperoxide
Ph Ph
Ph
H3O  ( ty
      Ph–C–O–OH2  Ph–OH + Ph–C
O2 / vi?kVu) +
Ph–C–H 

Ph O
Ph
PAGE NO.-59
4. Select the electrophilic substitution reaction/s
fuEu esa ls dkSulh vfHkfØ;k bysDVªkWuLusgh izfrLFkkiu vfHkfØ;k gS %
OH OD
D D N = N – Ar
D O ArN
+ H
2
(A*) 3 
 (B*) 

HO HO
D
SO3H OH ONa
H / H O CO / NaOH
COONa
(C*)   
2
 + H2SO4 (D*) 
2


OH OH
H H D D
D H ArN N = N – Ar
Sol. (A) 
 + H (B)  

2

(E ) (E )
HO HO
H D
- -
O O O
|| -
 COO
SO3H H H +
C (E ) 
(C)  + S O3H (D) +
(E  ) ||
O
Comprehension #
I
 II
 III 
 Iv 
 v vI 

 (X) (Pain killer)
¼nnZ fuokjd½
5. Which reaction would be involved in step-I :
(A*) Electrophilic substitution (B) Nucleophilic substitution
(C) Electrophilic addition (D) Nucleophilic addition
in-I esa fuEu esa ls dkSulh vfHkfØ;k gks jgh gSA
(A*) bysDVªkWuLusgh izfrLFkkiu (B) ukfHkdLusgh izfrLFkkiu
(C) bysDVªkWuLusgh ;ksxkRed (D) ukfHkdLusgh ;ksxkRed
6. Which of the following reaction is involve in step-V :
(A) Fries rearrangement (B*) Kolbe schmit reaction
(C) Carbyl amine reaction (D) (A) & (B) both
in-V esa fuEu esa ls dkSulh vfHkfØ;k gks jgh gSA
(A) fÝl iquZfoU;kl (B*) dkWYcs fLeV vfHkfØ;k
(C) dkfcZy ,ehu vfHkfØ;k (D) (A) rFkk (B) nksuksa
7. In step-VI reagent and product (X) is respectively :

in-VI esa vfHkdeZd rFkk mRikn (X) Øe'k% gksxsaA
(A) SOCl2, (B*) ,
(C) MeOH, (D)
PAGE NO.-60
NaNO2 / HCl
Conc. HNO ( 0C to 5C)
Sol.    
3 Sn / HCl
   
H O
2
Electrophi lic II III Iv
substituti on
( I)
O
||
2CO / NaOH
 CH3 – C – Cl (Pain killer)
Kolbe schmit     
reaction vI
(v)
lkUnz HNO3 NaNO2 / HCl

Sol.  Sn / HCl
 ( 0C to 5C)
  
H O
2
bysDVku Iv
 W Lusgh
II III
izfrLFkkiu
( I)
O
CO / NaOH
 2

dkWYcs fLeV vfHkfdz; k
||
CH3 – C – Cl (nnZ fuokjd)
    
(v) vI
8. Match List I (Reactants) with List II (Products) and select the correct answer using the code given below
the lists:
lwph I ¼vfHkdkjd½ dks lwph II ¼mRikn½ ls lqesfyr dhft, rFkk lwfp;ksa ds uhps fn;s x;s dksM dk iz;ksx djds lgh mRrj
pqfu;s :
List I lwph I List II lwph II
OH
CH2OH
(P) (1) Br / CS (1)
22 
 OH
( 2) (CH3 )2 SO 4 / OH
NH2 OCH3
(1) NaNO / HCl

(Q) 
2
 (2)
( 2) H2O, 283 K
OCH3 OH
OH OH

(1) CHCl3 / O H
(R) 
 (3)
( 2) H2O
(3) NaBH2
OH
Br OCH 3
(1) Br / Fe
(S)  
2
 (4)
( 2) Mg / Ether
(3 ) O2
( 4 ) H2O Br
Codes ¼dksM½ :
P Q R S P Q R S
(A) 4 2 3 1 (B) 3 1 4 2
(C*) 4 2 1 3 (D) 2 4 1 3
PAGE NO.-61
9. How many aromatic diazonium chlorides of xylene can be reduced to meta-xylene by H3PO2?
H PO , 

3 2
 (m-Xylene)
tkbyhu ds fdrus ,sjkseSfVd MkbZ,tksfu;e DyksjkbM dks H3PO2 ds }kjk esVk&tkbyhu esa ifjofrZr dj ldrs gS\
H PO , 

3 2
 (m-tkbyhu)
Ans. 3
H PO , 
Sol. or or 
3 2

10. The following compound is treated with excess of Br 2/H2O. Find the total number of positions, where
bromination will occur significantly :
fuEu ;kSfxd Br2/H2O ds vkf/kD; esa mipkfjr fd;k tkrk gS] rks mu fLFkfr;ksa dh dqy la[;k Kkr djks] tgk¡
czksehuhdj.k vklkuh ls gksrk gSA
Ans. 7
Sol.
PAGE NO.-62
O-CHEMISTRY


EST INFORM AT IO
DPP

4. DPP Syllabus :
ANSWER KEY
1. (A) 2. (A) 3. (A) 4. (D) 5. (A) 6. (B) 7. (D)
8. (C) 9. (B) 10. (D) 11. (D) 12. (A) 13. (A) 14. (C)
15. (C) 16. (D) 17. (A) 18. (D) 19. (C) 20. (D)
NaOH
1. + C2H5I  
 X , X is :X gS %
(1 eq.)
(A*) C6H5OC2H5 (B) C2H5OC2H5 (C) C2H5OH (D) C6H5I
X
2.  X is (X gS)
(A*) Na2S (B) Sn/HCl (C) LiAIH4 (D) All of these (mijksDr lHkh)
Sol. It is selective reduction of –NO2 group
;g–NO2lewg dk p;ukRed vip;u gSA
3. + CHCl3 + KOH  Product is :
(A*) Phenyl isocyanide (B) Benzyl amine (C) Benzyl chloride (D) p-aminophenol
+ CHCl3 + KOH  mRikn gS %

(A*) Qsfuy vkblkslk;ukbM (B) csfUty ,ehu (C) csfUty DyksjkbM (D) p-,ehuksfQukWy
4. Benzenediazonium chloride on treatment with KCN in presence of copper powder gives :
(A) Benzoic acid (B) Aniline
(C) Benzene (D*) Benzene carbonitrile
csUthu MkbZ,tksfu;e DyksjkbM dks rkacs ds pw.kZ dh mifLFkfr esa KCN ds lkFk mipkfjr djus ij nsrk gS%
(A) csUtksbd vEy (B) ,fuyhu
(C) csUthu (D*) csUthu dkcksZukbVªkbZy
PAGE NO.-63
5. Reaction of benzenediazonium chloride with alkaline phenol gives an azo dye. This is an example of
(A*) Electrophilic subsitution reaction (B) Nucleophilic subsitution reaction
(C) Elimination reaction (D) Free-radical reaction
csUthu MkbZ,tksfu;e DyksjkbM dh vfHkfØ;k {kkjh; fQukWy ds lkFk djkus ij ,d ,stks jat
a d izkIRk gksrk gSA ;g ,d
mnkgj.k gS %
(A*) bysDVªkWuLusgh izfrLFkkiu vfHkfØ;k (B) ukfHkdLusgh izfrLFkkiu vfHkfØ;k
(C) foyksiu vfHkfØ;k (D) eqDr&ewyd vfHkfØ;k
6. The most activated ring is available in :
(A) in CCl4 (B*) in dil NaOH (C) in dil HCl (D) in dil HCl
fuEu esa ls dkSulk ;kSfxd vf/kdre~ lfØ;dkjh oy; j[krk gS %
(A) CCl4 esa (B*) ruq NaOH esa (C) ruq HCl esa (D) ruq HCl esa
NaOH
Sol. 
 Maximum + I & + M group.
NaOH
gy 
 vf/kdre + I rFkk + M lewg
7. Nitrobenzen can be prepared from benzene by using a mixture of conc. HNO 3 and conc. H2SO4. In the
mixture, nitric acid acts as a/an
(A) Catalyst (B) Reducing agent (C) Acid (D*) Base
lkUnz HNO3 vkSj lkUnz H2SO4 ds ,d feJ.k dk mi;ksx dj csUthu ls ukbVªkscsUthu cukrs gSA feJ.k esa ukbfVªd vEy
ds :i esa dk;Z djrk gS %
(A) mRizsjd (B) vipk;d (C) vEy (D*) {kkj
8. For the given reaction consider the statement 1,2 and 3 :
fuEu vfHkfØ;k dk izs{k.k djds dFku 1, 2 ,oa 3 dk fu/kkZj.k dhft, %

+
(I) (II)
(1) Presence of –NO2 group in aromatic ring I will increase the rate of reaction.
(2) Presence of –NO2 group in aromatic ring II will increase the rate of reaction.
(3) In this reaction a Wheland intermediate ( complex) is formed.
(1) ,sjkseSfVd oy; I ij –NO2 lewg dh mifLFkfr vfHkfØ;k dh nj dks c<+krh gSA
(2) ,sjkseSfVd oy; II ij –NO2 lewg dh mifLFkfr vfHkfØ;k dh nj dks c<+rh gSA
(3) bl vfHkfØ;k esa fOgyS.M e/;orhZ ¼ ladqy½ curk gSA
(A) TTT (B) FFF (C*) FTT (D) FTF
9. Which of the following compounds does not couple with benzenediazonium chloride to form an azo dye ?
(A) Phenol (B*) Toluene (C) Aniline (D) -naphthol
fuEu esa ls dkSuls ;kSfxd ,d ,tksjatd ds cukus ds fy;s csUthu Mkb,tksfu;e DyksjkbM ds lkFk ;ksx ugha djrs gS \
(A) fQukWy (B*) VkWywbZu (C) ,uhyhu (D) -uS¶FkkWy
Sol. Toluene is not active enough to couple with diazonium salts.
VkWywbZu] Mkb,tksfu;e yo.kksa ds lkFk ;qXeu ugha djrk gSA
PAGE NO.-64
10. In the given reaction sequence the reactant X is
fuEu vfHkfØ;k vuqØe esa vfHkdkjd X gksxk :
Br / H O NaNO / HCl C H OH
X 2
2
 Y 
2
 Z 2 
5



(A) (B) (C) (D*)
Br / H O NaNO / HCl C H OH
Sol. 2
2
 
2
 2 
5



11. The end product of following reaction is :

fuEu vfHkfØ;k dk vfUre mRikn gS %
Br / Fe Aq. NaOH NaNO / HCl EtOH

2  
2
 

(1) ( 2) (3) ( 4)
(A) (B) (C) (D*)
ty vi|Vu
Sol. (2)
CH3CHO + N2 +
12.
If Y is a yellow solid, then Z is :
;fn Y ,d ihyk Bksl gS] rks Z gksxk :

(A*) (B) (C) (D)
Sol.
13. Gabriel phthalimide synthesis is used in the preparation of :

(A*) Primary amines (B) Secondary amines (C) Tertiary amines (D) Mixture of all the three
xSfczy FkSysekbM la'ys"k.k fdlds fuekZ.k esa mi;ksxh gS %
(A*) izkFkfed ,ehu (B) f}rh;d ,ehu (C) r`rh;d ,ehu (D) rhuks dk feJ.k
PAGE NO.-65
14. The final product in the following sequence of reaction is
fuEu vfHkfØ;k vuqØe esa vfUre mRikn gS&
NaNO / HCl C H / NaOH
C6H5NH2 
2
 A 6 
6
B
273278 K
(A) C6H5N2Cl (B) C6H5OH (C*) C6H5–C6H5 (D) C6H5N = NOH
15. Identify the end product in the given reaction :
nh xbZ vfHkfØ;k esa vfUre mRikn igpkfu;s %
2H SO NaOH, 270 C
C 6H6  
2


4
 A     B
(A) (B) (C*) (D)
  Product is : mRikn

CH N
16.
2 2
gS %
(A) (B) (C) (D*)
17. The structure of the compound that gives a tribromo derivative on treatment with bromine water is :
fuEu esa ls dkSulk ;kSfxd czksehu ty ds lkFk mipkfjr djus ij VªkbZ czkseks O;qRiUu nsrk gS \
(A*) (B) (C) (D)
18. Aniline in a set of reactions yield a product D. The structure of the product D would be :
,fuyhu fuEu vfHkfØ;k vuqØe }kjk mRikn D nsrk gSA mRikn D dh lajpuk D;k gksxh %
NaNO CuCN H HNO

 
2
 A  
 B 
2
 C  
2
D
HCl Ni
(A) C6H5CH2NH2 (B) C6H5NHCH2CH3 (C) C6H5NHOH (D*) C6H5CH2OH
NaNO CuCN H HNO

Sol.  
2
 
 
2
 
2

HCl Ni
PAGE NO.-66
19. Diazocoupling reaction in aromatic compounds is an electrophilic substitution reaction. In which of the
following reaction the ring subsitution is most suitable for diazocoupling reaction?
,sjkseSfVd ;kSfxdksa esa MkbZ,tks;qXeu vfHkfØ;k ,d bysDVªkWuLusgh izfrLFkkiu vfHkfØ;k gksrh gSA fuEu esa ls dkSulh
vfHkfØ;k esa oy; izfrLFkkiu MkbZ,tks;qXeu vfHkfØ;k ds fy, vf/kd mi;qDr gS \
(A) + (B) +
(C*) + (D) +
Sol. The aryl diazonium ion (ArN2+ ) functions as electrophile, so presence of electron withdrawing group (–
SO3H) increases its electrophilicity. Diazocoupling is possible only in strongly activated rings.
,fjy MkbZ,tksfu;e vk;u (ArN2+ ) bysDVªkWuLusgh dh rjg dk;Z djrs gSA blfy, e– vkd"khZ lewg (–SO3H) dh mifLFkfr
ds dkj.k bldh bysDVªkWuLusfgrk c<+rh gSA MkbZ,tks;qXeu dsoy izcy :i ls lfØ; oy;ksa ds fy;s lEHko gSA
NH2
Aq.NaNO2
20.   A, A is: A gS :
HCl (0C)
NH2
OH N2+Cl– N N
(A) (B) (C) N (D*) N
N2+ Cl– O N
OH
H
NH2 N
Aq.NaNO2
Sol.   N
HCl (0C) N
NH2
H
PAGE NO.-67
O-CHEMISTRY


EST INFORM AT IO
DPP

4. DPP Syllabus :
ANSWER KEY
1. (ABD) 2. (AB) 3. (B) 4. (AB) 5. (A) 6. (C) 7. (B)
8. (C) 9. 4 10. 4
1. Which of them yields para Bromophenol as major product.
NH2 OH CH3–C–Cl / Pyridine
NaNO /HCl O Br water dil H SO / 
(A*) 
2
  
Steam (B*) 2 
2
4
Br
Br OH
    

 
1 eq. NaOH Sn / HCl NaNO / H SO
CuBr / HBr


2 2 4
(C) (D*)
Br NO2
fuEu esa ls fdl vfHkfØ;k esa iSjk czkseksfQukWy eq[; mRikn ds :i esa curk gSA
NH2 OH CH3–C–Cl / Pyridine
NaNO /HCl Hkki
 O Br2 ty ruq H2SO4 /
(A*) 
2
 (B*)    
Br
Br OH
1 rqY;kad NaOH Sn/HCl NaNO /H SO CuBr/HBr

(C) 
 (D*)  
2 2 4
 
Br NO2
PAGE NO.-68
NH2 +
N2 Cl
–
OH
NaNO2 /HCl Hkki
Steam
Sol. (A) 
   
Br Br Br
OH O–CO–CH3 O–CO–CH3 OH
CH3–C–Cl Pyridine
Br water dil H SO / 
(B) O
2 2 4
Br Br
+
OH OH N2
   
  
Sn / HCl NaNO / H SO
2 2 4 CuBr / HBr
(D)
NO2 NH2 OH
2. Primary (1º) amine group is formed in :
izkFkfed (1º) ,ehu lewg fuEu esa ls fdlesa cusxk %
NaHS Br /KOH
(A*) 
 (B*) 
2

(C) 3 2 CH NH /Cu O/


2

 (D) 
H2O

  

NaHS 2Br / KOH
Sol.
CH NH / Cu O / 

3 2 2

3. The reagents are :

fuEu vfHkfØ;k esa vfHkdeZd gS \
(a) (b) (c) (d) (e)


 
 
 
 

Cl / Fe HNO KCN  H SO ,  NH HS NaNO / HCl

   
4 2
(A) 
2
 
3 2 4
(a) (b) (c) ( d) H2O/ (e)

.
HNO3  H2SO4 ,  NH4HS NaNO2 / HCl, H2O/ Sn / HCl CO2 / NaOH/ 

(B*)        
(a) (b ) (c) (d) (e)
HNO  H SO
Sn / HCl (i) Cl / Fe Cl / Fe KCN
    

2
(C) 
3 2 4
 
2
(a) (ii) NaOH/  (c ) ( d) ( e) H3O 
(b)
HNO3  H2SO4 ,  NH4HS NaNO2 / HCl, H2O/ Sn / HCl KCN

(D)       
(a) (b ) (c) (d) ( e) H3O 
PAGE NO.-69
4. Which of the following observations may be correct
NaNO / HCl H O / heat 

( X ) / OH ( dilute )

2
 (X) 2  (Y)      (Z)
(0  5C)
vfHkfØ;k esa izkIr gksus okys mRikn ds fo"k; esa fuEu esa ls dkSulk fodYi lgh gS
NaNO / HCl H O / rki ( X) / OH ( ruq)


2
 (X) 2 
 (Y)  (Z)
(0  5C)
KI
(A*) X   (B*) Z =

(C*) Y (D) Y =
NaNO / HCl H O / heat ( X ) / OH  ( dilute )

Sol. 
2
 2      
(0  5C)
Write up : (Q.5 to Q.7)

vuqPNsn # (Q. 5 ls 7)
NH2
+ CuCN H O
Fe / H NaNO
HNO 3
  X    2      3 
 'Z'
HCl 
+
CH3 Y CH3
+
Fe / H NaNO CuBr
W    2    
 ' V '
HBr 
5. Compound 'V' is
;kSfxd 'V' gS
CH3 CH3 CH3 CH2Br
Br
(A*) (B) (C) (D)
Br
Br
6. Compound 'X' and 'Y' are
(A) Metamers (B) Chain isomers (C*) Position isomers (D) Functional isomers
;kSfxd 'X' rFkk 'Y' gS&
(A) eè;ko;oh (B) Ja`[kyk leko;oh (C*) fLFkfr leko;oh (D) fØ;kRed leko;oh
PAGE NO.-70
7. Compound 'Z' is
;kSfxd 'Z' gS
CH3 CH3 CH3 CH3
COOH CN
(A) (B*) (C) (D)
COOH CN
Sol. (5 to 7)
NO2 CH3
+ +
HNO3 Fe/H NaNO2 H3O
H2SO4 HCl 
CH3 CH3 COOH
(X) (Z)
+
CH3
+ NaNO2 CuBr Br
Fe/H
NO2
HBr 
CH3 (V)
(Y)
8. Match list I (reaction) with II (products) and then select the correct answer from the codes given below
the lists:
List-I List-II
(P) Phenol + NaOH + CH3 (1) Phenolphthalein
(Q) Phenol + NaOH +CHCI3 (2) Salicylic acid
(R) Phenol + Phthalic anhydride + conc. H2SO4 (3) Anisole
(S) Phenol + CO2 + NaOH (4) Salicylaldehyde
lwph I (vfHkfØ;k) dks lwph II (mRikn) ds lkFk lqesfyr dhft, rFkk lwphc) fd;s x;s dksM ds vk/kkj ij lgh mÙkj
dkSulk gSA
lwph-I lwph-II
(P) QhukWy + NaOH + C2H5I (1) fQukWY¶FkSyhu
(Q) QhukWy + NaOH +CHCI3 (2) lSfyflfyd vEy
(R) QhukWy + FkSfyd ,ugkbMªkbM + lkUnz H2SO4 (3) ,uhlkWy
(S) QhukWy + CO2 + NaOH (4) lSfyflysfYMgkbM
Codes dksM :
P Q R S P Q R S
(A) 1 2 3 4 (B) 4 3 2 1
(C*) 3 4 1 2 (D) 4 3 1 2
(i) Conc.HNO3  Conc.H2SO 4

(ii) Sn / HCl
9.           Proudct mRikn.
(iii) Br2 / H2O
(iv ) NaNO2  HCl (0 5C)
( v ) Cu2Br2  HBr
What is the number of halogen atoms in final product ?
vfUre mRikn esa mifLFkr gSykstu ijek.kqvksa dh la[;k D;k gksxh \
Ans. 4
Sol. 
PAGE NO.-71
10. A mixture of 1° amides (benzenoid) having molecular formula (C 8H9NO) reacted with Br2/NaOH. The
number of 1° amines products formed will be :
tc C8H9NO v.kqlw=k okys 1° ,ekbZM ¼csUtsuksbM½ ds feJ.k dh vfHkfØ;k Br2/NaOH ds lkFk djkrs gS] rks fdrus
1 ,ehu mRikn ds :i esa izkIr gksrs gS %
Ans. 4
O O O
O C–NH2 C–NH2 C–NH2
CH2–C–NH2 CH3
Sol. + + +
CH3
CH3
CH2–NH2 NH2 NH2 NH2
Br2+NaOH
CH3
+ + +
CH3
CH3
O-CHEMISTRY


EST INFORM AT IO
DPP

ANSWER KEY
1. (A) 2. (A) 3. (C) 4. (B) 5. (A) 6. (B) 7. (A)
8. (B) 9. (B) 10. (A) 11. (B) 12. (C) 13. (A) 14. (B)
15. (C) 16. (C) 17. (D) 18. (C) 19. (A) 20. (D)
Ca(OH) / 
1. 2CH3–CH2–COOH 
2
 X is :
(A*) 3-Pentanone (B) 2-Pentanone (C) 3-Methyl-2-butanone (D) Propanone

Ca(OH)2 / 
2CH3–CH2–COOH 
X gS %
(A*) 3-isUVsukWu (B) 2-isUVsukWu (C) 3-esfFky-2-C;wVsukWu (D) izksisukWu
 
 O  O
 II  ||

Sol.  CH CH  C  O  Ca  CH – CH – C – CH – CH + CaCO3
 3 2 2 3 2 2 3
Ca(OH) / 
2. HOOC–(CH2)5–COOH 
2
X
Compound X is : ;kSfxd X gS
(A*) (B) (C) (D)
PAGE NO.-72
3. PhCOCH3 can not be prepared by
PhCOCH3 dk la'ys"k.k fdlds }kjk ugha fd;k tk ldrk gSA
H CH3COCl / AlCl3
(A) Ph – C N + CH3MgBr 
 (B) Ph–H  

(C*) Ph–C CH 
B2H6 / H2O2 / OH
  (D)  
PCC
H O
4. 
3
Product can be
(A) CH3CH(OH)2,CH3CH(OH)COOH (B*) CH3CHO,CH3CH(OH)COOH

(C) CH3CH2COOH,CH3CH2OH (D) CH3CH(OH)COOH,CH3CH2OH
Sol.
+
–H
+ CH3  CH  OH CH3CHO  CH3  CH  OH
| |
COOH COOH
Ph Ph
| | H / 
5. Ph—C—C—Ph  Major product is eq[; mRikn gS %
| |
OH OH
Ph
|
(A*) (B) (C) (D) Ph–C–C–Ph
| ||
HO O
AgNO
6. 
3
 ?

Major product is
eq[; mRikn gSA
(A) (B*) (C) (D)
Me
– H
Sol. 
Ph shift
 Ph C C Me
Ph O
PAGE NO.-73
7. Which of the following carboxylic acid undergoes decarboxylation easily ?
fuEu esa ls fdl dkcksZfDlfyd vEy dk fodkcksfZ Dlyhdj.k vklkuh ls gks tkrk gS \
(A*) C6H5 – CO – CH2 – COOH (B) C6H5 – CO – COOH
(C) C6H5  CH  COOH (D) C6H5  CH  COOH
| |
OH NH2
Ans. All  ketonic acids readily decompose to give CO 2. Decarboxylation involves transfer of the acidic
hydrogen to the keto group with simultaneous elimination of CO 2. Hence C6H5COCH2COOH undergoes
decarboxylation easily.
lHkh  fdVksfud vEy fo?kfVr gksdj CO2 nsrs gSA fodkcksZfDlyhdj.k esa fdVks lewg ij vEyh; gkbMªkstu dk LFkkukarj.k
gksrk gS ftlds ifj.kkeLo:i CO2 dk foyksiu gksrk gSA vr% C6H5COCH2COOH dk fodkcksZfDlyhdj.k vklkuh ls
gksrk gSA

8.   X + Y. These are
(A) Structure isomers (B*) Stereo isomers

(C) Conformational isomers (D) Homologues

  vfHkfØ;k esa izkIr ;kSfxd X rFkk Y gS %
(A) lajpukRed leko;oh (B*) f=kfoe leko;oh

(C) la:i.k leko;oh (D) letkr



Sol.  CO2 +
X & Y are stereoisomers

;kSfxd X rFkk Y f=kfoe leko;oh gSA
9. A H
2SO 4
 H–CC–CH2–CH3 
B2H6 / T.H.F
  B
HgSO 2 / H2O H2O2 , OH
A & B are : A ,oa B gS %
(A) Positional isomers (B*) Functional isomers (C) Metamers (D) Homologs
(A) fLFkfr leko;oh (B*) fØ;kRed leko;oh (C) eè;ko;oh (D) letkr
10. The product via-oxymercuration (HgSO4 + H2SO4) of 1-butyne would be :

1-C;wVkbu dh vkWDlhejD;wjhdj.k vfHkfØ;k ds QyLo:i izkIr mRikn fuEu esa ls gksxk \
O
||
(A*) CH3  CH2  C  CH3 (B) CH3–CH2–CH2–CHO
(C) CH3–CH2–CHO + HCHO (D) CH3–CH2–COOH + HCOOH
O
||
 CH  CH  C  CH 
 CH  CH  C  CH
HgSO4 Tautomerism
Sol. CH3–CH2–CCH + H2O Dil 3 2 3
. H2SO 4 3 2 2
|
OH
(Because keto form is more stable than enol)
(D;ksfda dhVks :i] bZukWy :i ls vf/kd LFkk;h gksrk gS)
PAGE NO.-74
11. Which of the following reaction will give benzaldehyde?
fuEu esa ls fdl vfHkfØ;k esa csUtSfYMgkbM cusxk ?
OH 
(A) C6H5CH2Cl  (B*) C6H5CH(OCH3)2 
H
H2O, H2O
CrO / H
(C) C6H5COOH  
 (D) C6H5CH2OH 

4 1. LiAlH 3
2. H2O
H
Sol. C6H5CH(OCH3)2 
 PhCHO + CH3OH7
H2O
12. Which of the following compound will not give iodoform with I2 /OH–.
fuEu esa ls dkSulk ;kSfxd I2 /OH– ds lkFk vfHkfØ;k ls vk;ksMksQkWeZ ugh nsrk gSaA
(A) (B) (C*) (D) CH3–CHO
13. Among the following which one will show maximum hydration?
fuEu esa dkSu vf/kdre ty;kstu (hydration) iznf'kZr djsxk \
(A*) CCl3CHO (B) (CH3)3CCO(CH3)3 (C) (D) CH3COCH3
14. The stable hydrate is formed by

LFkk;h gkbMªsV cukrk gS &
(A) (B*) (C) (D)
Sol. 
water

15. The product X in the reaction is -

fuEu vfHkfØ;k esa mRikn X gSA
O

–
CH3–C–CH3 + CN  C4H7NO 
H H2O
X
H2SO4
CH3
(A) CH3CH2COOCH3 (B) CH3–CH–CH3 (C*) CH3–C–COOH (D) CH3–CH=CH–COOH
CN OH
O CN CH3
– H
Sol. CH3–C–CH3 + CN 
 CH –C–CH 
3 3
H2O
 CH3–C–COOH
H2SO4
OH OH
PAGE NO.-75
16. Oximes are formed by the reaction of aldehydes and ketones with :
,fYMgkbM rFkk dhVksu fdlds lkFk vfHkfØ;k }kjk vkWDlhe cukrs gS %
(A) NH3 (B) NH2NH2 (C*) NH2OH (D) NH2CONHNH2
H
Sol. R–CHO + NH2OH 
 R–CH=N–OH

(Hydroxylamine) (Oxime)
(gkbMªkfDly ,ehu) (vkWDlhe)
17. In the following reaction sequence
fuEu vfHkfØ;k vuqØe esa x gksxk %
x      

NH2OH H2SO4 H2SO4
x is :
(A) (B) (C) (D*)

   
NH OH H SO H3 O


2 2 4
Sol.

18. Identify 'X' in the following reaction fuEu vfHkfØ;k esa 'X' dks igpkfu;sA
(i) KOH, 
H2SO4
X   
(ii) (H )
(A) (B) (C*) (D)
Sol.
Sol.
O O - -
15 OH, Br2, heat OH, Br,2 Å"ek
19. – C – NH2 + – CH2 – C – NH2 X+Y
Product X &Y can be :

mRikn X rFkk Y gks ldrs gS %
15
15 CH2 – NH2 CH2 – NH2
NH2 CH2 – NH2
(A*) & rFkk (B) & rFkk
15 15
CH2 – NH2 NH2 NH2 NH2
(C) & rFkk (D) & rFkk
Sol. It is Hoffmann bromamide reaction which is 100% intramolecular.

;g gkWQeku czksekekbM vfHkfØ;k gS] tks 100% vUrjkvkf.od gSA
PAGE NO.-76
20. The structure of product (P) is :

mRikn (P) dh lajpuk gksxh %
NH NaOH  Br (CH CO) O

       
 (P)
SOCl
2 3 2 3 2
(1) (2) (3) (4)
(A) (B) (C) (D*)
O-CHEMISTRY


EST INFORM AT IO
DPP

4. DPP Syllabus :
ANSWER KEY
1. (ACD) 2. (ABCD) 3. (ABC) 4. (AC) 5. (C) 6. (D) CH3–CH=O 7. (D)
8. (B) 9. 12 10. 4
1. Identify the reactions having correct products.
CCl3 COOH
(i) NaOH (excess)
(A*) 
(ii) H
(i) NaOH (excess)

(B) CCl3CHO  HOOC – CHO
(ii) H
(i) NaOH (excess) / 

(C*) CH3  C  CBr3  CH3COOH + CHBr3
(ii) H
||
O
(D*)
PAGE NO.-77
fuEu esa lgh mRikn okyh vfHkfØ;kvksa dks igpkfu,A
CCl3 COOH
(i) NaOH ( vkf/kD; )
(A*) 

(ii) H
(B) CCl3CHO 
 HOOC – CHO
(ii) H
(C*) CH3  C  CBr3 
 CH3COOH + CHBr3
(ii) H
||
O
(D*)
2. Which of the following products is/are correctly mentioned in the following reactions :
fuEu esa ls fdl vfHkfØ;k esa cuus okyk mRikn lgh gS \
(A*) HCHO 
 HCOONa + CH3OD (B*) HCDO 
 DCOONa + CH2DOH
NaOD NaOH
(C*) HCDO   DCOOEt + DCH2ONa (D*) D2CO 

 DCOONa + CD3OD
NaOEt NaOD
Sol. Cannizaro reaction


OH

OH
 R–C–H R–C–H
fast
fast
O + 
 RCH2OH +
O Hexchange
rds
Sol. dsfutkjks vfHkfØ;k

OH

OH
 R–C–H R–C–H
rhoz rhoz
O +   RCH2OH +
O 
H fofue;
rds
3. In the given reaction, which of the following products are formed ?

v/kksfyf[kr vfHkfØ;k esa] fuEu esa ls dkSu&dkSuls mRikn curs gS\
O O O
(A*) CH3–C–NH–C2H5 (B*) (C*) CD3–C–NH–Ph (D) Ph–C–NH–CD3
4. The correct statements are :
(x) + 
base
 (y) 
(i) O3
  (z) +
(ii) Zn / H2O
(A*) If (x) is PhCH=O, then (z) is also PhCH=O

(B) If (x) is PhCH=O, then (y) is Ph—CH=CH—CH=CH—COOH
(C*) If (z) is then (y) is
(D) x can be CH3—CH=O.
PAGE NO.-78
lR; dFku gksxsa %
{kkj
(x) +   (y) 
(i) O3
  (z) +
(ii) Zn / H2O
(A*) ;fn (x) = PhCH=O gS] rks (z) Hkh PhCH=O gksxkA
(B) ;fn (x) = PhCH=O gS] rks (y) = Ph—CH=CH—CH=CH—COOH gksxkA
(C*) ;fn (z) = gS] rks (y) = gksxkA
(D) x, CH3—CH=O gks ldrk gSA
{kkj  O3 ,Zn,H2O
   Ph–CH = CH – COOH   Ph–CHO+OHC–COOH
base
Sol. Ph–CH=O +
Perkin ikfdZu
y
O ,Zn,H O

3 2

Write up : (Q.5 to Q.7)

vuqPNsn # (Q. 5 ls 7)
Observe the following reactions and answer the following questions
fuEu vfHkfØ;kvksa dk voyksdu djds fuEu iz'uksa ds mÙkj nhft, %
5. The compound (S) is :

;kSfxd (S) gksxk %
(A) (B)
(C*) (D)
6. The compound ' T ' can be :

;kSfxd (T) gks ldrk gS %
(A) (B) CH3–CH2–CH=O
(C) Ph – CH = O (D*) CH3–CH=O
PAGE NO.-79
7. The compound ' X ' is :
;kSfxd (X) gS %
(A) (B)
(C) (D*)
Sol.
8. Match list I (reaction) with II (product) and then select the correct answer from the codes given below the
lists:
lwph I (vfHkfØ;k) dks lwph II (mRikn) ds lkFk lqesfyr dhft, rFkk lwphc) fd;s x;s dksM ds vk/kkj ij lgh mÙkj
dkSulk gSA
List-I (Reactions) List-II (Product)
lwph&I (vfHkfØ;k) lwph&II (mRikn)
NaOH( vkf/kD; )
  
AgNO3 / NH4OH
 
(P)  (A)
C–CH=O 
NaOH(excess)

(Q) CH3 O (B)
NaOH( vkf/kD; )
 


KMnO4 / OH / 
(R)   (C)
NaOH/I
(S) 
2
 (D)
Codes dksM :
P Q R S P Q R S
(A) 1 3 4 2 (B*) 4 1 3 2
(C) 4 1 2 3 (D) 3 1 4 2
HO , 
9. CH3—CH=O + CH3CH2—CH=O  mixture of aldols
Total number of aldols including stereoisomers are :
HO , 
CH3—CH=O + CH3CH2—CH=O  ,YMksy dk feJ.k
,YMksyksa dh dqy la[;k ¼f=kfoe leko;oh;ksa dks feykdj½ fdruh gksxhA
Ans. 12
PAGE NO.-80
HO , 
Sol. CH3–CH=O + CH3CH2–CH=O  +
+ +

Conc, NaOH, lkUnz NaOH, 
 
10. Products (mRikn)
Find the total number of possible products formed in the above reaction.
mijksDr vfHkfØ;k esa cuus okys lEHko mRikn dh dqy la[;k gSA
Ans. 4

Conc, NaOH, lkUnz NaOH, 
 
Sol. +
+ +
PAGE NO.-81

DPPs BOOKLET-2 - CHEMISTRY REVISION

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DPPs BOOKLET-2 VIJETA (JP) | CHEMISTRY

TARGET : JEE (Main + Advanced) 2020

Course : VIJETA(JP) NO. B1

Sol: No effect of peroxide with HCl & HI.

(A) CH2=CH–CH=O (B*) CH2=CH–CH=CH2 (C) (D) CH3–CCH

4. The reaction of propene with HOCl proceeds via the addition of

5. The product obtained from the following sequence of reactions is

(A) propanal (B*) 2-propanol (C) 1-propanol (D) propane

(A) izksisusy (B*) 2-izksisukWy (C) 1-izksisukWy (D) izksisu

(I) (II) (III) (IV)

13. The addition of Br2 to (E)-but-2-ene gives

(A) I (B) I (C) Br (D*) Br

TARGET : JEE (Main + Advanced) 2020

Course : VIJETA(JP) NO. B2

1. Observe the following reaction and given products

(A) (B*) (C) (D*)

2. Which reagent will you use for the following reaction?

(A*) NBS (B) Br2/Fe (C*) Br2/h (D*) Br2/

mnk- 1 CH3 – CH3 – CH3 + Cl2 

(R) —CH3 

(S) —CH3 

(R) —CH3 

(S) —CH3 

8. Match the column-I with column-II

CCl (solv ent)

CCl (solv ent)

Report your answer as M N .

viuk mÙkj M N ds :i esa nhft,A

Aromatic side chain oxidation

Product will be:

(A) (B*) (C) (D)

(A) (B) (C) (D*)

(A*) (B) (C) (D)

(A) (B*) (C) (D)

13. fuEu esa ls dkSulk] nh xbZ vfHkfØ;k dk vkWDlhdj.k mRikn gS\

(A) (B) (C) (D*)

(A*) (B) (C) (D)

TARGET : JEE (Main + Advanced) 2020

Course : VIJETA(JP) NO. B3

2. The product of following reaction is

H / Pd/ BaSO / Quinolene SnCl / dil HCl

fuEu vfHkfØ;k esa mRikn D;k gksxk %

H / Pd / BaSO / D;uks w y hu SnCl 2 / ruq HCl

(A) (B*) (C) (D)

The reagents x and y are respectively :

vfHkdeZd x vkSj y Øe'k% gksaxs %

Ph–CC–Ph   

(A) CH3–CH–O–CH–Ph (B*) CH3–CH2–OH, Ph–CH2–OH

(A*) (B) (C) (D) OH

7. Product of given reaction is :

(C) (D) CH3CH2COOH

A rFkk B gks ldrs gSa %

(A) LiAlH4 (B*) NaBH4 (C) Na/NH3 (D) B2H6/THF

CN CH2–NH2 CH2–NH2 CH2–NH2

A and B is : A rFkk B gS%

(C) CH3 – COOH & HCHO (D) CH3COOH & HCOOH

(A) (B) (C) (D*)

Major product is : eq[; mRikn gS %

(A*) (B) (C) (D)

(A*) (B) (C) (D)

Product of above reaction is :

(A) (B*) CH3CHO (C) (D)

(A*) (B) (C) (D)

(A) (B) (C) (D)

(A) NBS (B) Br2/Fe (C) Br2/h (D*) Br2/

(A) (B) (C) (D)