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ELEMENTARY PROBLEMS IN
on

•
an1c
•
em1,s
for NEET/AIIMS
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 Contents
Organic Chemistry (Some Basic Principles and Techniques) 1-188

Hydrocarbons (Aliphatic and Aromatic Hydrocarbons) 189-248

Haloalkanes and Haloarenes 249-304

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Alcohols, Phenols and Ethers 305-362
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Aldehydes, Ketones and Carboxylic Acids 363-399

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• Organic Compounds Containing Nitrogen 400-414

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Biomolecules 415-453

Polymers 454-479

• · Chemistry in Everyday Life 480-504

 Organic Chemistry:
Some Basic Principles and Techniques

t -L. -~
..ili!L. _
Level-1
..

[A] Classification and Nomenclature-of Org~anic Co_mpoun_ds

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ap
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Classification of Organic Compounds and Identific ation of Structures
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1. How many rings and/or pi bonds are present in a hydrocarb on with the formula C 6 H10 ?
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(a) 0 Cb) 1 (c) 2 (d) 3

et

_,,,2 . How many pi (n) electrons are there in the following molecule?
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on

(b) 6 (c) 8 (d) 10

(a) 4
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,,3. Which of the following is condensed structural formula?

on

/
H H H
I I I
(b) H-C - C-C-H
I I I
H H H

(d) ~

/ 4. Which o f the following is homocycli c compound ?

(a) 0 (b) I (c) 6 (d) Both (a) & (b)
- (a)@s. Which of the following com poun ds has max imum
Elem enta ry Org anic Che mist ry for Medical ~

num ber of rr-bonds?

(b) N = C-C = C-C = CH
(c)@ (d)

6. Whi ch of the follmving is hete rocy clic com poun

(a) CJ (b) Q
d?

(c) ~ - H (d) All of these

7. \i\l'hich of the follo wing is bicy clo com poun d?

(a)<=IJ

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(b)co

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<1>
np
(c) (d) All of thes e
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8. Whic h of the following is orga nom etall ic com
poun d?
es

(a) CH 3 MgB r
(b) CH 3 -Li
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(c) (CH 3 )iCd (d) All of these

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9. Num ber of cr-bond and it-bond (resp ectiv ely) in anth

race ne:
ne

(a) 7, 26 (b) 24, 8 (c) 26, 7 (d) 26, 6

@

10. How man y 1t and cr bond s pres ent in N

C-C = N ? =
(a) rr = 4 , CJ= 4
on

(b) rr = 4 , cr = 5
(c) n: = 4 , CJ= 3 (d) rr = 2 , cr = 1
ly

1,1.. How man y cr-bonds pres ent in give n com

' 0
poun d ?
on

(a) 6 (b) 12
I (c) 18 (d) 24
Jt2. The carb on-c arbo n tripl e bond of an alky
ne is com pose d of ....... ....... ....... .... .
(a) three cr bond s (b) two cr bond s and one rr bond
(c) one cr bond and two rr bond s (d) three rr bond s
13. Which of the com poun d has 3° carb on atom
?

(a)Q (b)~ (c) (d)

 w

-Homologus Series
19. Which of the following pairs is homologue?
Elementary Organic Chemistry for Medi~

(a) CH 3 0H, CH 3 -O-CH 3 (b) CH :lOH, CH :1SH

(c) CH3 - O-CH 3 , CH 3 -CH 2 - OH (cl) CI-1:lOH, CH 3CI·I20H
20. What is the homologue of CH 3 -CH 2 -OH?
(a) CH 3 -CH 2 -0-CH 3 (b) CH 3 - CH 2 - GH2 - 0H
(c) CH 3 0CH 3 (cl) CI-1 3 - CH 2 - O - CH2 - Cl-1 :i
21. In homologous series, consecutive member has difference of mol. wt. of:
(a) 12 (b) 13 (c) 14 (cl) 15
22. Homologous series has:
(a) same I.U.P.A.C. (b) same functional group
(c) same boiling poin't (cl) same number of carbons
23. Which of the following has smallest homologus of ketone?
, 0
A

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0
ca) (b) ~ (cl)
~

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24. In homologous series, successive member has difference of :

np
(a) CH 3 - (b) CH 3 -CH 2 -tio (c) - CH 2 - (d)- 1-1
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Double Bond Equivalen t/ Degree of Unsaturati on

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. '25. Degree ofunsaturati on in @(§J is:

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(a) 6 (b) 7 (c) 8 (cl) 9

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26. Double bond equivalent or degree of unsaturation in

on

C02 H
is:
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on

(a) 12 (b) 13 (c) 14 (cl) 15

127. Double bond equivalent of C 4 H 6 is:
(a) O Cb) 1 (c) 2 (cl) 3
28. Double bond equivalent of C 5 H 12 0is:
(a) 0 (b) 1 (c) 2 (cl) 3
29. Double bond equivalent of C 8 H 8 is:
(a) 4 (b) 5 (c) 6 (cl) 7
30. Which of the following compounds has DBE equal to benzene?

, (a) @ (b) @ (c) 6 (d) All of these

 Organic Chemistry: Some Basic Principles and Techniques

0
II
C-NH2
-
; Number of functional groups and degree of unsaturati on

C2H
(respectively) in the above compound is:
(a) 7, 8 (b) 6, 8 (c) 6, 6 (d) 5, 6
32. Double bond equivalen t for tetrahedro n
H
I
C
or C/
H/ ~ /
I"-c-H
C......__H

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(b) 3 (c) 4 (d) 5
(a) 2
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, 33 • Prismane
es

Double bond equivalent for prismane is:

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(c) 4 (d) 4
(a) 2 (b) 3
et

34. Double bond equivalent for Dewar benzene is:

ne

I I I
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(c) 4 (d) 5
(b) 3
on

(a) 2
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IUPAC Names
on

35. How many carbons are present in longest chain of given compound?

C-C-C -C-C- C
I
C-C-C -C

W6 M7 WB W9
36. How many carbons are present in longest carbon chain of given compound ?
/
C-C
I
C-C-C
I
C-C-C -C-C

(c) 6 (d) 7
(a) 4 (b) 5
 - o/7. How many carbons are present in nonane ?
(a) 7 (b) 8
38. Whi ch of the following com pou nds doe
(c) 9
Elementary Organic Che mis try for Med,

Cd) 10
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ca1

1 s not hav e the mol ecul ar form ula C6H 140

" (a) 1-he xan ol ?
(b) 3-m ethy l-2- pen tano l
(c) 3-m ethy l-3- pen tano l
(d) cycl ohex anol
39. Wh at is the com mon nam e for the follo
I wing stru ctur e?

CH 3 -CH -CH 3
I
CH 3
(a) isob utan e (b) t-bu tane (c) n-bu tane (d) sec- buta ne
40. Whi ch of the following com pou nd hav
e 4 carb on atom in the pare nt cha in ?
~OH
OH
(a) OH
~

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(b)

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CHO

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(c)~
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(d) .._ -B r
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~ Which of the following na~ e will be incorrect ? 0

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(a) 3, 6-Dimethyl cycl ohex ene (b) 6-D ime thyl cycl ohe xen e
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6 U
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(c) 6,6- Dim ethy l cyclohexene

(d) 1,5- Dim ethy l cycl ohex ene
42. Which pair of nam es refers to the sam
e com pou nd ?
(a) Ethy ne and Acetylene
(b) Ethy ne and Eth ene
(c) Etha ne and Acetylene
(d) Etha ne and Eth ene
,43. How man y carb on atom s are pres ent
in pare nt carb on chai n in the give n follo win
g compound?

(a) 6C (b) 7C (c) BC (d) 9C

44. Whi ch of the following alph abe t hav
e a five mem bere d chai n as a long est chai
A, E, F, H, I, K, M, T, V, W, X, Y, Z n
(a) A, E, H
(c) K, M, X (b) E, M, W
(d) F, W, Z
Organic Chemistry: Some Basic Principles and Techniques

45. The IUPAC name of the following compound is:

-
~o~
0
(a) n-propyl ethanoate (b) ethyl propanoare

,
,6. (c) pentanoic anhydride (d) n-propyl propano.a:e
Give the complete IUPAC name for the structure below. Be careful to rdt>nrify ~o~~>= V---::02
chain:
CH3-CH-CH~-CH3
I I
CH3-CH2 CH-CH3
I
CH2-CH 3
(a) 3,5,6-trimethyl octane (b) 3,4,6-rrimethyl octane
(c) 1,2,3,6-tetramethyl heptane (d) none of these

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4 7. Give the IUPAC name for the following structure:

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(a) 2-methyl-3-ethylheptane (b) 3-ethyl-2-methylheprane

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(c) 5-isopropyloctane (d) 4-(1-methylethyl)octane

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48. What is the IUPAC name for the following compound?

ne

/ CH 2 = C-CH 3
I
@

CH 2
on

I
CH 3
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on

(a) 2-methyl-1-butene (b) isopentene (c) 2-methybuten t! (d) 2-ethylpropc.•nc

. D
49. What is the IUPAC name for the following compound?

CH3
(a) 5-methylcyclohexene (b) 4-methykyclohe.xene
(c) 1-methyl-3-cyclohexene (d) 1-methyl-4-cydohe.'X'cnl'
., 50. What is the IUPAC name for the following nlk·yne?

Br
I
CH 3 - C 151 C- CH 2 - C-CH 3
I
CH :~
(a) 5-bromo-2-heptync (b) 3-bromo-S-hcptynl'
( c) 2-bromo-2-methyl-4-hexync (d) S-bromo -5-m cthyl-:2-lw.xyni:'
- Elementary Organic Chemistry for Medi~

51. What is the common name for the following alkyne?

CH 3
I
CH 3 -C-C =CH
I
CH 3
(a) neohexyne (b) trimethylpro pyne
(c) trimethylacet ylene (d) tert-butylace tylene
52. Give the IUPAC name for the following compound:

~
(a) isoprene (b) 3-methyl-1,3 -butadiene
(c) 2-methyl-1,3 -butadiene (d) 2-methyl-2,3 -butadiene
53. What is the structure of 3-phenylpen tane ?

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(b)
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(d)
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54. What is the IUPAC name of the following compound ?

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~N02

Br~
(a) o-nitro-m-bro motoluene (b) 3-bromo-6-n itrotoluene
(c) m-bromo-o-n itrotoluene (d) S-bromo-2-n itrotoluene
55. What is the proper name of co7dJ'i'l.low ?
the

CH2 CH 2 CH 2 CH3
(a) 1-phenoxyet hane
(b) ethyl phenyl ether
(c) m-butylhydro xybenzene
(d) m-butylphen ol
Orgnnlc Chemlatry: Somo Bnalc Prlnclploa end Tochnlquo,

56. Which of t lw followln~ rompound Is 1\1\ nm Ide 'i'

(n) CH :1Cll 2Nll i (h) Cll :1NllNII ~.
((') Cll :1CN\ I:.\ (d) II OCCI 1,1N\ I,,
11 11 . ,\
0 ()

57. Whl;::~~;l owing to mpou111ls \;:K:~rl,k ·,

tn V (Ii) V
~ Cll ~.CI ~ OCll~\CI Cl
(lll)v (Iv) V ~
(v) ~

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(11) I (h) II (<·) Ill (d) iv

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58. Whl('h of I lw followin~ compoumls Is nn nnhydl'ldt•?
() np (} 'I
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(ll cu}o-@ (Ill c11J\~
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0 0
II 11
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(Iv) Cll :1COCCl·l:1

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(II) I (h) II lc) Ill (d) iv

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{H>. Wh111 bi I ht l'Ol\ll\1011 111,inc for Ihe follnwln~ mm pound 'i'

0
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II
on

Cl 1:1CI lCI 1~1COI I

I
Cl
tv l'hl\)rolrnwnol(• 11dtl
( 11 ) Ch) ll•chlorulmtnnoic add
(r) 11 l'hkH'l>ln11y1 k 11tld tel) Nd1lnrobu1yrk nitd
60. Wh h-h l>f 1lw fol lowl11).\ l.'Olllp11,111ds Is hc1rwyl chlorldt• 'i'
(8'(CI 1'.-'C I l~ CI
(IJ ~ . (\I) l9,i
( 8 ' (0t:t l~CI @ .....-COCI ~COOCI
(Ill) ~ Uv) tv) lS-J
l h) II ll') Ill and v l <I) iv
4W
Elem enta ry Orga nic Chem istry for Mod"
I'
ca1
61. Wha t is the IUPAC name for the follow ing comp
/ ound ?
0
II
CH 3 CHC H 2 - C- H
I
Br
(a) 2-bro mobu tanal
(b) a-bro mobu tanal
(c) 3 -brom obut anal (d) ()-br omob utyra ldehy dc
62. Wha t is the IUPAC name for the follo wing comp
ound ?
0
II
CH 3 CCH CH 2CHCI
I I
CH 3 CH 3
(a) S-chl oro-3 -met hylhe xano ne (b) 1-chl oro-1 ,3-di meth yl -4 -pent anon c
(c) S-ch loro- 3,5-d imeth yl-2- penta none

er
(d) S-chl oro-3 -met hyl-2 -h cxan onc

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np
63. ; H°o'w many meth yl -CH grou p are pr,ese nt in
tio 3 given a lka ne?
es
(a) 4 (b) 5 (c) 6 (d) 7
qu
et

,64. ~ ; How many 2° carbo n prese nt in abov

e comp ound ?
ne
@

(a) 4 (b) 5 (c) 6 (d) 7

on
ly

65. The IUPAC name of ~ B r is:

on

(a) 2-bro mo-3 -met hylbu t-3-e ne

(b) 4-bro mo-3 -met hylp ent-2 -cne
(c) 2-bro mo-3 -met hylpc nt-3-ene
(d) 4 -brom o-2,3 -dim cthyl but-2 -cne

1 3 2
H3
;66 · The struc ture shown CH CH CHTHCH CH THCI-I
2 2 3
CH 2 CH 3
CH 2 CH 3
(a) 1" 2", and 3 ° carbo n atom s (b) 1 ° a nd 2° carbo n atom s only
(c) 1 ° and 3 (,, carbo n atom s only
(d) 2° and 3 ° carbo n atom s only
f· How many 1 (, carbo n atom will be prese nt in a simp
lest hydr ocarb on havin g two 3° ,.111cl 2
o

c.:a rbon atom ? one

(a) 3 (b) 4 (c) 5 (d) 6
Organic Chemi stry: Some Basic Principles and Techniques 11111
,,6-S. 1°, 2°, 3° and 4° carbon atoms are present in :
(a) 2, 2, 3-ttimethyl pentane (b) 2, 3, 4-trime thyl pentane
(c) both (a) and (b) , 2- , (d) ,_none ofr these -
69. The IUPAC name of the compound°CH :rCH = CHCH = CHC = t CHJ is:
(a) Octa-4,6-dien-2-yne 1~ cta-2,4-dien-6-yne
(c) Oct-2-yne"-4,6-diene (d) Oct-6-yne-2,4-diene
70. What is the IUPAC name for the followin g compound ?
/ 0 0
I I
HC-0 -CH
(a) Propanoic anhydride (b) Methanoic anhydri de
(c) Formyl formate (d) Ethanqic Anhyd~ de , ___, .
71. The correct IUPAC name of the following compound O=C- CH 2-CH-C HO 1s :
I L
OH ~ ~ )
(a) 3,3-Diformyl propanoic acid (b) 3-Formyl-4-oxa-buta:fioic acid
(d) 3,3-Dicarbaldehyde propanoic acid

er
(c) 3,3-Dioxo propanoic acid
72. The correct IUPAC name of compound: CH3-C H2-C- CH-CH O is :

ap
. II I
np 0 CN
tio
(a) 2-Cyano-3-oxopentanal (b )' 2-Formyl-3-oxo pentane nitrile
(d) 1,3-Dioxo-2-cyanopentane
es

(c) 2-Cyano-1 ,3-pent anedion e

qu

HO-C =O CH3
et

I I
ne

/ 73. The IUPAC name of compound CH3-C=C -C-H is :

I I
@

NH2 Cl
on

(a) 2-Amino-3-chloro-2-methylpent-2-enoic acid

ly

(b) 3-Amino-4-chloro-2-methylpent-2-enoic acid

on

(c) 4-Amino-3-chloro-2-methylpent-2-enoic acid

(d) All of the above
.,,74. Which of the following compound is wrongly named ?
(a) CH 3 CH 2CH 2CHCOOH
I
Cl
(b) CH 3C =CCHC OOH 2-Methyl hex-3-enoic acid
I
CH 3
(c) CH 3 CH 2CH =CHCO CH 3 Hex-3-en-2-one
(d) CH 3 -CHCH 2CH 2CHO 4-Methyl pentana l
I
CH 3

Jf'· The correct IUPAC name of CH 3 -CH 2-C -COOH is :

I
CH 2
 Elementary Organ ic Chem istry for Med~
ica1
(a) 2 -Meth yl butan oic acid (b) 2-Ethylprop- 2-eno ic acid
( c) 2-Carbo'.\.·y- 1-bute ne (d) None of these

.76. (i) 0 - 0 H and

Tute statem ent for the above compo unds is : .

(a ) (i) is pheno l while (ii) is alcoho l .. .
(b) Both (1) a nd (u) are_p1:1ma!y alcohol
(c) (i) is prima ry and (ii) is secon dary alcoho l (d) (i) is secon dary
~✓,. The molec ular formu la of the first memb er of the family and (u~ is pnma_ry alcohol
of alkeny nes a nd Its na me 1s given by
the set :
(a) C 3 H 2 , alkene (b) C 5 H 6 , pent-1 -en-3-yne
(c) C 6 H 8 , hex-l- en-5-y ne (d) C 4 H 4 , buten yne
/' '
78.' The IUPAC name of CH -C -0-C1__ \
H 2 -C -OH is : I
,, 3 ()-\-' L ' - -
\ II - · '---- I
1 ) ,

er
" 0
, - -- 1 ,_.
\ 0
- ~-----

ap
(a) 1-Acetoxy acetic acid ,,;_ (b) 2-~ eto?(Y ethan oic a_cid , _
I, '-- - r \· ,,\,.

np
/ (c) 2-Etha noylo xy acetic acid ~ -~ th~_noyloxyethanoic a cid "
7». The suffix of the princi pal group, the prefixes for the other
tio group s arid the name of the parent
in the struct ure
es
HO-C H2 -CH- CH = C-CH -C-C -OH
2
qu

I I II II
CH 3 Cl O 0
et
ne

(a) -oic acid, chloro , hydroxy, oxo, methy l, 4-hep tene

@

(b) -oic acid, chloro , hydroxy, methy l, oxo, 4-hep tene

(c) -one, carboxy, chloro , methy l, hydroxy, 4-hep tene
on

(d) -one, carboxy, chloro , methy l, hydroxy, 4-hep tene

ly

ex
COOC2 HS ·' 1 •• I / 1 '., I" 1 t '.,rt .,
on

~O. The IUPAC name of is :

~ COCl
(a) 2-Chl orocar bonyl ethylb enzoa te (b) 2-Car boxye thyl benzo yl chlori
Cc) Ethyl- 2-(chl orocar bonyl ) benzo ate de
(d) Ethyl- 1-(chl oroca rbony l) be nzoate
81. Which of the follow ing is cycloh exano ne ?
0

I.
~ II.
0
£10 III. CYCH II
IV era
(a ) I
(b) II
(c) III
Cd) IV
83. \\h,-n i~ th\' ltl l't\ C mu\\\' t~)\ ctw t\'ll\)\\'ll\., ,,'\\\\'\)U\\1..l ·:
C= N
@{
l~\) l~t"trc~'l\t, ·~rtx)nitril1.• l b) t~,,n·e.t' \\,'('\ <\\\kk
l,•) t'ht'l~·ky~\l\t,k \1-l) C-y~\\\,\\' t\t'\\\' l
83. Ttw lll\'t\ C mmw ,)f ttw '
t\)lh. ,
"'it\ rvmp,,un<.t t~:

) ()(:,11,

~~-nwth,)~,· tthylpt,)\~m,~\tt'
l~-\..) lh) t't h,\' l-~l-\\\~'t h,,.,d'\ll ;\\\\~\l~·
le-) 1,4-dit•th,>~·b\mnw . ( (..l) + mt't tH'.X..' ""t'tt\,.lbnw 1w~\t ~·
...
~ "-/

er
84. ,n,,wiu~ """POllt\\\ is:
: Co,w<:t \ll\',\ C \UlU\<' of th<' t<

ap
np
tio
l~v 4-l 1,l-dinlt'thylt·thyl)-$-1:.•thyl1.>('tmw lh) ~-t'thyl-+( L 1-di mt'tt\Yk tt\\'l) ,,r n11w
es

l c-) 5-l l, l -dimt'thyl1:'. thyl)--h·tt\,·k)rtmw (cl) + t·tt\,·l-$-( l. l-din\,'tl\\'klh~·l) ,,rt;tn,·

qu

SS. \'\'ritt' tht· \UPAC mmw of tht' tc\llowin~ (..'C).m\X)\m,l:

et
ne
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ly

(a) t<thyl 2-(clllo.t'O<.·~rbonyl) t~•nt ,)att" lt,) t't hy 1•2· t d,lo,\,,·mb,,nyn lwx(\\W~\tt·
on

(() 2-lethoxyrnrbony l) benz.oyl r hlorich.' (cl) no1w of th \'~~•

OH
I
86. The l UPAC nmne of CH ~ - CH - COOH i~:
(,,) 2-hydroxypropnnok acid (t>) l -hyc\11l.~ ·pn)pnnnk ndd
(r) 1-hyd t\)Xyt•tlrnne r~rboxylk ncid (cl) 1-hydmxy\'thnnc,h_- nri(l

Cl
I
87. Tht· lUPAC nanw ofO l 3 - C - Cll ::,CH -= CHCH~
I
OH

ta) S-chloro-2-hydroxylwxene (b) 2-rhlo1\ ,-S-hyd1\\,\ \'\wx~'1w

(c) 2-chloro-2-hydroxy-5-ht'X~lll' (c\) ~-d\lOt\ >-4-ht'Xt'lWI·:!
 Eleme ntary Organ ic Chem istry for Med'~
1ca1

88. The correc t IUPAC name of H C =CH- CH-C H2C = CH

2
I
CH 3

(a) 3-meth yl-1-he xen-5- yne (b) 4-meth yl-S-he xen-1- yne
(c) 4-(ethe nyl)l-p entyne (d) 3-(2-pr openyl ) butene -I
_ 89. The IUPAC name of the t-butyl group is:
(a) 2-meth ylprop yl (b) trimeth ylmeth yl (c) I, 1-dime thyleth yl(d) 2-meth yl-2-propy!

J>O. The IUPAC name of [:>-T H-O H is:

CH3

(a) 1-hydr oxy-1- cyclop ropylet hane (b) 1-hydr oxyeth ykyclo propan e
(c) cyclop ropyle thanol

er
(d) 1-cyclo propyl ethano l
,✓91. Correc t IUPAC name of the given compo unds is:

ap
es
t(Br
np
tio
Cl OH
qu
et

(a) 2-brom o-3-eth yl-4-ch lorocyc lobutan ol

ne

(b) 4-brom o-1-ch loro-3- ethylcy clobuta nol

(c) 2-brom o-4-ch loro-3- ethyl cycloh ydroxy butane
@

(d) 2-brom o-4-ch loro-3- ethylcy clobuta nol

on

_;92. The IUPAC name of the following compo und is:

ly

~o~
on

0
(a) n-prop yl ethano ate (b) ethyl propan oate
(c) pentan oic anhydr ide (d) n-prop yl propan oate
Organic Chemistry. Some Basic Principles and Techniques

~
~ [B] Isomerism
~ '-- --- --- --- -= --- -= --- --- --- --- -- -- -

Structural Isom erism

cring enant iomer s)?
1. Hm,; many isome rs are there of dimet hykyd opem :ane (ney]e
(b) 4 (c) 5 (d) 6
(a ) 3
enanriome..rs)?
2. How many isome rs are there of climeth)i cydop ropane (neglecting
(b) 2 (c) 3 (d) 4
(a ) l
enanr iomer s) ?
3. Hm,.- many isome rs are there of dimeth~i cydoh exane (neglecting
(b) 6 (c) 7 (d) 9
(a ) 4
4. How many dibromobenz.enes are possible?
(c) 3 (d) 4

er
(a ) 1 (b) 2
g molec ular formu la C 4 H100 ?

ap
5. \\'hich functi onal group can be presented in comp ound havin
(b) Ketone (c) Acid np (d) Alcoh ol
(a ) ,-'\ldehyde
6. \\ruch functi onal group is presem: in comp ound havin g molec
ular formu la C 4 H 8 0 ?
tio

(a) Aldeh yde (b) Ketone

es

(c) Unsat urated alcohol (d) All of these

qu

formu la C4 H 8 ?
7. Which functi onal group is presen t in comp ound havin g molec ular
et

(b) Alken e (c) Alk.-yne (d) Alcohol

(a ) Alkan e
ne
@

8. \o\Truch functi onal group is presen t in comp ound havin g molec

ular formu la C 2 H.40 2 ?
(d) Both (a) and (b)
on

(a) Carboxylic acid (b) Ester (c) Amin e

H ?
9. Hmv many distin ct termin al alkynes with a molec ular formu la C6 10
ly

W3 m4 ws W6
on

10. How many distin ct termin al alkene s with a molec ular formu
la C 6 H12 ?
W3 m4 ws W6
la of C 5 H 8 ?
11. How many distin ct termin al alkynes exist with a molec ular formu
(b) 2 (c) 3 (d) 4 (e) 5
(a ) 1
la of 6 10 ?
C H
12. How many distin ct intern al alkynes exist with a molec ular formu
(b) 2 (c) 3 (d) 4 (e) 5
(a) I
13. The molec ular formu la of diphe nyl metha ne

@--CH --@is 2
C13H12

is replac ed by a chlorine
How many srrucr ural isome rs are possible when one of the hydro gen
atom ?
(b) 6 (c) 7 (d) 8
(a) 4
formu la C 4 H10O is:
14. The numb er of ether metam ers repres ented by the molec ular
(b) 2 (c) 3 (d) 4
(a) I
 Elementary Organic Chemistry for Med~
. IC~

~Cl
15. How many positional isomer possible for lS:2J ?

(a) 2 (b) 3 (c) 4 (d) 5

16. How many positional isomer possible for ,

©(
(a) 2 (b) 3 (c) 4 (d) 5
CH3
~ N 02
17.~
NO2

er
ap
Number of positional isomer are :
(a) 4

np
(b) 5 (c) 6 (d) 7

~-- tio
' '
(A) and (B) are:
es
(B)
qu

(a) Chain (b) Positional (c) Metamers (d) Functional

n ;
et
ne

19. '<OH (A) and (B) are:

OH OH OH
@

(A) (B)
on

(a) Chain (b) Positional (c) Metamers (d) Functional

ly

Cl Cl
on

1
20.~ A
~Cl
; (A) and (B) are:

(A) (B)
(a) Chain Cb) Positional (c) Metamers (d) Functional
21. CH 3 -CH 2 -CH 2 -CO 2 H CH3 -CH-CH 3 ; (A) and (B) are:
(A) I
CO 2 H
(B)
(a) Chain (b) Positional (c) Functional (d) Metamers
OH
A ; (A) and (B) are:
(A) (B)

(a) Chain (b) Functional (c) Metamers (d) Positional

Organic Chemistry: Some Basic Principles and Techniques 11111
23. ~ ~ O ; (A) and (B) are:
0
(A) (B)

(a) Chain (b) Functional (c) Metamers (d) Functional isomer

24• ~ O H ~ O H ; (A) and (B) are:
(A) (B)
(a) Chain (b) Functional (c) Metamers (d) Homologues
25. Which of the following pairs represent isomer?
(a) CH 3 -CH 3, CH 3 -CH 2 -CH 3
(b) H2C = CH-OH, CH 3 -O-CH 3
(c) CH3 -CH2-CH 2 -CH 3, CH 3 - CH -CH 3
I

er
(d) All of these

ap
26. Which of the following represent pair of chain isomers?
(a) n-pentane, lso-pentane
(b) n-pentane, Neo-pentane
np
tio
(c) lso-pentane, Neo-pentane
es

(d) All of these

qu

27. Total number of stereoisomer for 2,3-dichlorobutane are:

et

(a) 3 (b) 4 (c) 5 (d) 6

=
ne

28. CH 3 -CH 2 -CH 2 -C N; CH 3 -CH-CH 3

I
@

(A)
CN
on

(B)

Relation between (A) and (B) is:

ly

(b) Positional isomer

on

(a) Chain isomer

(c) Functional isomer (d) Metamers
29. Total number of stereoisomer for 2-Bromo-3-chlorobutane:
W3 M4 ws W6
30. Molecule of C13 H 28 with the shortest possible parent carbon chain is:
ws M6 W7 WB
31. CH 3 -O-CH 2 -CH 2 - CH 3; CH 3 -CH2-O-CH 2 -CH3
(A) (B)
Relations between (A) and (B) is:
(a) Chain isomer (b) Positional isomer
(c) Functional isomer (d) Metamers
32. How many cyclic structural isomers of C 5 H10 ?
W4 MS W6 W7
33. How many structural isomers of C 9 H18 that have a six-membered ring and tri-substituted ?
ws M6 W7 WB
34. How many structural isomers of C 6 H12 having 3-member ring?
(a) 4 (b) 5 (c) 6 (d) 7
 Elementary Organic Chemistry for Med'."--
1ca1

35. How many structural isomer of C 6 H12 having 4-member ring?

(a) 3 (b) 4 (c) 5 Cd) 6
36. How many structural isomers of molecular formula C3H6 BrCl?
(a) 4 (b) s (c) 6 (d) 7
37. How many structural isomers of c 8 H16 that have a six-member ring?
(a) 4 (b) s (c) 6 (d) 7
38. All structural isomers of C 4 H 8 that contain one rt-bond:
(a) 2 (b) 3 (c) 4 (d) 5
39. How many positional isomers are possible for ?
(a) 3 (b) s (c) 6 (d) 8
40. How many ketones is possible with molecular formula C6H120?
(a) 5 (b) 6 (c) 7 (d) 8
41. How many aldehydes is possible with molecular formula C 4 Ha0?

er
(a) 1 (b) 2 (c) 3 (d) 4

ap
42. There are 8 isomers that have the molecular formula C 5 H11 Br. How many of these are tertiary
alkyl bromides?

np
(a) 0 (b) 1 (c) 2 (d) 3 (e) 8
tio
43. What type of isomers are CH 3CH 20CH 3 and CH 3CH 2CH 20H?
(a) constitutional (b) symmetrical
es
(c) configurational (d) conformational
qu

44. The number of all types of isomers of chlorobutane is:

et

(a) 2 (b) 4 (c) 6 (d) 5

ne

0
@

II
45. CH 3 -CH 2-CHO; CH 3 - C -CH 3
on

(A) (B)
Relation between (A) and (B) is :
ly

(a) Chain isomer (b) Positional isomer

on

(c) Functional isomer (d) Metamers

46. Which of the following pairs of structures do not represent isomers?

(a) 0 0
and O 0
(b) ny and 0
O
OH OH

(c) 0 0
and 0 (d) 0 0 and 0 0

4 7. Which of the following is isomer of benzene ?

(•)A (b) (D
(c) ~ (d) All of these
Organic Chemistry: Some Basic Principles and Techniques

48. Which of the following will not form an enolate?

q~o
(b) V
0

(c) ~ (d) ~ O

49. How many enolizable hydrogens are there in the following compound?
0

(a) 2 (b) 4
cY (c) 5 (d) 7

er
50. How many tautome.rs can you draw for the following diketone?

ap
~
np
tio
es

(b) 2 (c) 3 (d) 4

(a) 1
qu
et

Tautomerism
ne

51. Which of the following will not form an enolate?

@

000
on

(b)
ly
on

(d)~O
(c) ~

52. How manv. enolizable hvdroge ns are there in the following compound?
. 0

(a) 2 (b) 4
cY (c) 5 (d) 7

53. How many tautomer s can you draw for the following diketone?

(a) 1 (b) 2
~ (c) 3 (d) 4
 Element ary Organic Chemist ry for "1 ~
8dica1

54. Ke to a nd enol forms of a compoun d are related to each other ~s:

(a) resonance strn ctures (b) conforma twns_
(c) configur a tional isomers (d) constitut ional isomers

55.

0 0
(A) (B)
Enol content of (A) and (B) is:
(b) A>B (c) A = B (d) A >>> B
(a) B>A
56. Whi chii the following com:0 1 will not under goxis m ?

er
6
ap
~ U (c) l_) (d)

np
(a) (~)

tio
5 7. Which of the following compoun d will undergo tautomer ism ?
es
qu

(b).0 0 0
et

II
ne

(a) (c) © - C - H
@
on

58. Which of the follo.g compoun d has negligible enol ?

ly

O~o
on

(a) o~o (b) ~

0

(c) bo 0
II
(d) CH3 -C-CH 2 -C-CH 3
O
11

59.6 N
I
H
KOH
- - - - ' ~ (B)
Tautome r (B) is:

(A)
C):p:l0ic Chemistry: Some Basic Principles and Techniques

"
0I r:. OH

e' $) (b) ( ) (c)

corOH (d) ©
"!\" K N N
l I
H OH

60~ 0:--je.T o~S2.b:litY of enol content

0 . 0 0 0 0
ll II II II
CH 3 -C-CH 2 -C-CH 3 CH 3 -C-CH 2 -C-O-Et
(b) (c)

ra: C > V> C (b) b >a> c (c) b>c>a (d) a> b > c
0

6L ~ i½OtDo"= '- ; Prolonged treatment of (A) with oia/00° given :

er
ap
np
(b) D- -D1
tio
D>c__:fD
es
qu

<J D D
et

(,-_)D~Y D ~~-~D
ne

(d)
@

J~ ' D
on

62- P.:,w ::.~n~ h1drcy1y:n.s ar,; beplaced by deuterium when given compound reacts with D2O for
ly

II
on

,.
1 ;r,'1
/ ..,; tinw r;H,, - CH 2 - C- CH,1. ?
.. ,, /J

( b) 5 (c) 8 (d) 10

'/ / }11 1 ·b f, 1dr,,~,-n k nnr fl•pJ;;<:J;iJ t,y di:lJt<~rlum?

H1 (IJ) If :: (c) 114 (c.1) Both (b) and (c)

J,/ .
r~)

(,4, ) J
'1t.id1JIJ l 1/ l)f 1 ll•f
,/1 }

11f 1•1)1 1) f'/11111•,n. :

~ (JI)
V - - (ill)

(d) I > ill > Ii

<;1 1 J ,,, ll ,_ Ill (h; /l ,,,, I ,,,, Ill (<') Ill .., I ;.., II
lI
I
Eleme ntary Organ ic Chem istry for M'.,
8Clic~
65. Which of the follow in g compo un d lms 111•g11 e st enol conte nt ? o
O
( a) ~
<;? <;? (b) PhA A
0 0
( c) PhA A Ph (d)

66. Which of the follow ing are enol forms of 2-buta none ?
0
II
CH 3CCH 2CH3
(a) CH 3C = CHCH 3 and CH 3CHCH = CH 2
I I
OH OH

er
(b) CH 3CHCH = CH 2 and CH 2 = CCH 2 CH 3

ap
I I
np
OH I OH tio
(c) CH 3 C =CHC H 3 , CH 3CHCH =CH and CH =CCH CH
2 2 2 3
I
es

I I
OH OH
qu

OH
(d) CH 3 CHCH 2 CH 3 and CH 3C = CHCH 3
et

I I
ne

OH OH
@

(e) CH 3 C = CHCH 3 and CH 2 = CCH 2CH 3

on

I I
OH OH
ly
on

67. Which of the follow ing is the most stable enol form of 1,3-cy clohex
anedio ne ?

HO~OH
u
tr
(i) (ii)
HO~OH
0
(iii)
HO~OH
G (iv)
HO~o
tl.,,J (v) HOVO
(a) i (b) ii (c) iii (d) iv (e) v
68. Which of the follow ing compo unds has the most stable e
(a) CH 3 CH (b) CH CCH no1 tautom er 7
3 3 .
II II
0 0
Organic Chemistry: Some Basic Principles and Techniques

(c) CH 3CCH 2CCH 3 (d) CH 3 C-CC H 3 ., - COH

(e) Cl-LC
II II II II II II
0 0 0 0 0 0
rium when it is shake n in
69. How many Hydrogens in the compound below are replaced by Deute
D 20 conta ining trace hydroxide ?

(a) 1 (b) 2 (d) 6 (e) 7

70. Which of the following is the enol form of 4-phenyl-2-butanone?

0 OH

(a)~ (b)~

(c)
~
l )
tio
(d)r
np
er
ap
ing compounds is most
es

71. When comp ared to the keto form, the enol form of which of the follow
qu

stable ?
0 0
et

6
ne

CH3~
V
@

(i) (ii)
on

0 0
0
0 II
ly

60 ~CH
on

(iii)6
(iv) (v) U
(b) ii (c) iii (d) iv (e) V
(a) i

Stereo Isomerism
(a) Conformational Isomerism
ound?
72. Which Newm an projection does not repres ent the following comp

II"' 11
1~c I

~----------- I
,i I
-- H
Me
Elementary Organic Chemistry for

Cl
Med::

(a) (b)
Cl H H
H Me
Cl
H
Me H Me

(c) H (d)
Me
H
H

er
73. What are the total number of conformers (staggered and eclipsed) that you can draw for the

ap
following molecule?

np
.- - - - • I

:~:
tio
:I 2
_________
:I
es

(a) 4 (b) 5 (c) 6 (d) 7

qu

74. A "gauche" interaction costs 3.8 kJ/mol, a hydrogen-hy drogen eclipsing interaction costs 4.0
et

kJ/mol, a hydrogen-m ethyl eclipsing interaction costs 6.0 kJ/mol, and a methyl-methyl
ne

eclipsing interaction costs 11 kJ/mol. What is the relative energy cost of the most stable
conformer of 2,3-dimethyl butane?
@

(a) 0 kJ/mol (b) 7.6 kJ/mol (c) 8.6 kJ/mol (d) 11.4 kJ/ mol
on

75. Choose the correct Newman projection for 2-methylpen tane.

HytyCH3
ly
on

(a) (b) H~H

rn~H rn~H
CH2CH3 CH2CH3

(c) :~:H3 CH3

(d) :*:::CH3
H
76. P_lace the following structures properly on the (abbreviated) ener surf c hexane
nng reversal. gy ace 1or eye1o
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
on
ly
on
@
ne
et
qu
es
tio
np
ap
er
 Elem enta ry Org anic Che mis try for M~~
~"'DJ

~ Hz

SO. Mos t stab le reso nati ng struc ture o

f ~ is:

NH2

Cl½

(a)
¢J NH 2
(b)
Q (c)
l) NH2
(d)
¢ NH
~ 2
NHz
EB

er
0

ap
SI. Mos t unst able reso nati ng stru ctur e o f
6is:

np
. ::::::-...
tio
es

oe

6ffi
0 0
qu

6 6
m 9
et

(b) (c)
ne

(a) 0
Cd)
@
on

-- - - - - - - - -·
------------------·D
ly

i C
on

------------------· B
5 2. E -------------------A

Form ic acid

e of form ic acid. Stru ctur

e of B ·s ..
A , B , c , D are reso nati ng struc ture 1

0 0 oe c!
II I EB I I
(b) H-C = 0-H (c) H-C ~O H (d) H-C -OH
(a) H-C -OH e

53.
T A& B
E --·---------------·

A and Bar e reso nati ng struc ture of:

Organic Cheml,try: Somo Ba,lc Principle• and Technlquoe

0
(n) C:11 :i- ~ - Ol 1 (h) Jl (c) Cll;}- ~~ H

() '11 () /JJ
54. 0 C O· 0 - C 0; r"""'l! 0- C (J
(A)
' (/J ) (CJ
/\ , H, C is represent by:

...........,,..,,.. c ···········--····· B
(a)
1 A B, C ..
E ........................
'
(b) 1
....H. . . . ..................
J\ &C
E ... .......... . .......... ,
(c) 1 .................., H
B ··•··············· J\
(dJ 1 ................... c
I? ·················--A

55. Which of the foll owing pairs are resonance structures?

er
I. 8 8 and ru O 8
tio
np
and ap
es

CH 2 CH,,

8$ 6 CH,,
qu

6 6
et

II. and V. and

ne

& $8
@
on

III. and ~
ly
on

(a) I (b) II (c) Ill (d) IV (e) V

56. Which of the following pairs are resonance structures?

D
':,
CH2 = CHCH3 and rv. CH:,--Y-H and CH,y-{:-H
I.
II J I
0 :o:
•• E,
CH 2 = C-H and CH 3-C-H
II.
I II .. and
..
:OH .. :o: V. C H ~3 CH3CH2~H

EB
III. CH 3-C-H and CH 3-C-H
II I
:o: :o:
•• e
(a) I (b) II (c) III (d) IV (e) V
 Elemen tary Organic Chemis try for Medi;

57. Which of the followin g is not a resonanc e strt1ctur e of the species shown?
..
NH2

&.: EB
NHz

([) &-E NH2 NHz NH2

e h H
cm(:;f! cnnQ< cNJ!X)@ e

(b) II (c) ill (d) IV

(a) I
a role?
58. In which of the followin g does resonan ce delocali zation of electron density not play
(a) ally! catio n (b) benzyl anion
(e) cyclohex yl radical

er
(c) coi- (d) 0 3

ap
e,
59. Due to electron delocali zation, one would predict that the carbon-o xygen bond in acetarnid

np
CH 3 CONH 2 , -------- -. tio
(a) is nonpola r
) CO
(b) has more double bond characte r than the carbon-o xygen bond of acetone , (CH 3 2
es

(c) is longer than the carbon-o xygen bond of dimethy l ether; (CH 3 ) 2 0
qu

(d) is longer than the carbon-o xygen bond of acetone, (CH 3 )zCO
et

3
(e) is formed by overlapp ing sp orbitals
ne

60. Which of the followin g is the most stable resonan ce contribu tor to acetic acid ?
@

:o:
II ..
on

CH3 -C---R -H
ly

oe oe
on

le I e
(a) CH3 -e-::-oH (b) CH3-C=O -H

9 •• 9 ••
e EB ••
(d) CH2 =C-O -H (e) CH3 -C-O -H
(c) CH 3 = C-0-H I ..
I .. I
:OH :o:
:o: •• e
61. Which is the most imp ortant contribu ting resonati ng structur e of the followin g ?

[CH 2=!=-0J
:o:
•• e o:
(b II '{~:
•• e (b)
e
CH
II
-N-O
•• e
:
2 ••
(a) CHz-! •• EB
 ! I I • t fI,
:n ~ :() !

(t l ( ,II , -
I ,,
11 (It1~
I '
(rl J I 'f !11 I. ) ( _.. ri,
~
Ip If,

6:,t, Wl11111 ,,r 1h,~(1,111, V✓ lli t phlfb ,Ht! lf1tiU/lHIIH}! 111r11, II/ft!'/
I ,
(J ()

( rll 11 () )~ () '11111 ff (j ): - (I

(r)
6~ . l~r1 1dr
Ji 1111.~.
Hr,ri /
f(t M 11 1i11l(.'.(.;
~,
fil lll('IIII(• 111 /-1f1f'11
If
(rl) )l ,u1
-(:lf::Hflt1(:lf"
~m111, In r,rrlcr (J( lnt (1!,14/11i ('.(;l)lril,11111111 ,,, ll/t!
1
JL1111?
11•1,n1,1111r•,. liyl,rir1 ;
<'. 11 ,. ( '. If '•
I .. ,,,
( :,',,
A ~ 1~ "If, ., nuii ~I ",,1

er
c:11,i i , ., r:u:i ~l u - 1111 11, , 1,11 'l,

ap
,, I-;
np
(II J (111)
tio

(IJJ lk l " iii (r!; lfl <lk I (fl ) j/f .r j .rfj

es

64. fn whit!,,,( IIH· r!l'11npu11nd lonr: pr1lr u( nl1rnw'.n It; 111,1 lnvr,l vt.rl In o ~~n11Hnt'k'f
qu

( '~
et
ne

(HJ~ (/,)
' N
@

I 1/ 1J I J
If
on
ly

65. Whf('ll n( 1lw (1,llfJwi11~ 1'.l,mp,rnnrlh hmi lr,r.'.fillzr.d lr,nt! 1,Hlr't

on

(, , @
l✓ f 11,
r,

(CJ @-- (;II,,

(rl J
0 "'
1

),
66. Whld, r,( thr· (fJJl1,win1, o ,mpr,11nrl11 ltiW rlf:lr;,~silltNl lt,111: p;ifr 'l

<,~, C:N)J11
;,
()

67. H,·:i<,nant.t· l1ybrld of , , ,..,,..A~. 1 , 111:

() 0
 Elementa ry Organic Chemistr y f Z:....
Or~
6 1/3
II
(b) o✓'.C.¾ 0 113
-1/3

- 2/ 3
0

-t
l
II
(c)
-~o I
(d)
. - 1/3
o-·/ ·C.,0
_9<-' -1/ 3

68. In which of the following compoun d Steric inhibition of resonanc e effect will operate;

(a) C H ~ C H 3 (b) ~
lSJ

er
CH3 ~ C H3

ap
N0 2
np
LSJ '
~CH
tio
CHv&CH3
(c) LQJ (d)
es
qu
et

69. In which of the following lone pair of nitrogen is not involved in resonanc e?
ne
@
on

(a) (b)
ly
on

(c) (d)

70 . Compare resonanc e energy of following :

6
0

6
0

(i) (ii) (iii)

(a) i>ii > iii (b) ii>i > iii (c) ii > iii>i
• Which of the following has highest resonance energy?

(c)O
71

(a) 0 (b) 0 (d )
0
Organic Chemistry: Some Basic Prlnolplea and Techniques

72. Most unstable resonating structure of given is :

0
0 0
II e I
(a) H - 0 - C-O (b) H - 0 - C = 0
e
0
© I e
(c) H-O = C-0 (d) All have equal stability
©

73.o -<--• Offi•---0

EB
(I) (II) (III)
The most stable canonical structure among the given structure is:
(a) I (b) II
(c) III (d) all are equally stable

er
74. Which of the following carbocations is not resonance stabilized?

(§r~H2 (b) 6 (c)@ ·,

np
ap
(I) (!)
tio
(a) (d) /\
es

75. In which of the following compounds lone pair of nitrogen is not involved in resonance?
qu

(a)Oo 0
et

0
ne

(c) (d)
7H
@

I
I
on

H
H
ly
on

Acidic/Basic Strength
76. Which of the following compounds can behave as an acid as well as a base?
H :o:

(a) H-B-H
le (b) H
A H
I
H
(c) ~NH2
8
(d) :Br
77. What are the product(s) of the following acid-base reaction?

01
I..:::::✓ + HBr----7?

(a)()
N
1+
H
 Elementary Orga nic Chemistry f ,
or >-1i
H H

(c)
H

0 N
Br
(d) 0 N
I
I Br
H
7 8. Usin g pK 0 value s whic h is the stron gest acid (HA is any acid) .
PKa HA
3.7 HCO OH
4.2 C 6 H 5COO H
4.75 CH 3COO H
15.5 CH 30H
(b) Benzoic acid (c) Meth anol (d) Fonnic acid
(a) Acet ic acid
to least basic.
79. Rank the follo wing comp ound s in order from most basic

er
¢ 6 ¢$ np
ap
tio
es

N02
qu

(b) 4>3> 1 > 2 (c) 3 > 1 > 2 > 4 (d) 1 > 4 > 3>2
(a) 2 > 3 > 4> 1
et

to least acidi c .
80. Rank the follo wing comp ound s in order from most acidic
ne

..,......0......... ,........OYCH3 ,....... .0YC H3 ,........o...._ ..,......CHz

H C
@

H H H H
0 CH 3
H2
on

(a) (b) (c) (d)

ly
on

(a) c > d > a> b (b) d >a >b >c

(c) b > a > d > c (d) a >b >d > c
81. Whic h is the srron gest base?
(a) LiOH (b) CH 3 Li
(c) LiNH 2 (d) LiF
ing state ment s is rrue?
82. Cons ider amm onia CI) and wate r (II) . Which of the follow
H 3 N: HzO :
I Il
(a) r is more basic and more nucleophilic than II
(b) I is less basic and less nucleophilic than II
(c) I is more basic but less nucleophilic than II
(d) I is Jess basic but more nucleophilic than n
Whic h of the follo wing is the most acidic?
83 •
(a) 1-bu tyne Cb) 2-but yne
(c) I -bute ne Cd) butan e
Org{\ntc Ch\lml$try: Son,t Bt\slc Prlntlplo~ and Tochnlquff

l ~t) C ' ,t lh) (l ' ( '

(d d"-,· ld) b > n

SS. Which of tht' followin~ nnilint.' dt'l'\Vativ\'s i~ the stt-on~t'~t bns~'i'
r(Y NH2 , , 0 r N H2

t ~) A ~J (b) M c O ~

0 r NH., ~ N H,>

er
le) O,N ~ - (d) C l ~ •

ap
np
86. Which of the follow i~ compou nds is most basic?
tio
(a) cyclohe..\..·ybimine (b) nniline
es

(c) p-meth o~·yanilin e (d) p-nitroaniline

qu

87. \,Vhich of the following compou nds has the most basic nitrogen?
et

No C(\H
ne
@

'yt-\H
on

0
ly

a b C d
on

(b) b (C) C (d) cl

(a) a
88. What is the conjug-are acid of (A)?

NH2

OH

(a) (b)
(c) (d) Both (a) and (b)

NH 2
 Elementary Organic C hemistry f ~
Or ~~

( iii) 0
(c) ii> i > iii (d ) iii > ii >i
(b1 i > u> iii

(iii) CH3 - CH 3
[nl CT-IF3
(c) iii > i> ii (d ) ii > iii >i
(b) n > 1> iii
9 1 . -1,~~ =..±_ cc be :=o=~ing is strongest base ? ..
Nti
0
.~
. '-'=-. :-:- ~
_A_~-H (b) H--~ -~-N- H
1 I I I
-N--
er
tio
np
ap
{d ) @
es

OH
qu
et
ne

(b)
@
on
ly
on

OB

N0 2
(d )

,,,:;,,,, ~
C - G:c - C.rlL-OH
fb)
I
~Jr.
1 H
,,
.,
' ~ '-·• •·r_; L (dJ I ~
c~
Organic Chemistry: Some Basic Principles and Techniques

94. The strongest bronsted base among the following compounds is:
(a) NaCH 3 (b) NaOH (c) NaF (d) NaNH2
95. Which of the following is lowest pKa value ?
~
NH 3 OH NH 2

(a) (b) (c) (d)

96. Which of following is lowest pKa value ?

(a) Cl-CH 2 -CO 2H ~) Cl-CH-CO 2H
I
Cl
(c) Cl 3C-CO 2H (d) CH 3 -CO 2H
97. Conjugate base of HOe

er
(a) H 2O (b) H 3OEB (c) 0 2-

98. Conjugate base of CH 3 -CH 3 is: ap

np
Ell e
tio

(a) CH 3 -CH2 ~) CH 3 -CH2

es

(c) CH 4 (d) CH 3 -CH 2

qu

99. Conjugate acid of H 2O is:

et

~) Hoe (c) 0 2-
ne

(aj H3OEB (d) CH 4

@

100. Conjugate acid of H 2C =CH 2 is:

e
on

(a) CH 3 -CH2
.
ly
on

(c) CH 3 -CH 2 (d) CH 4

0 0
II EB
8
II e EB
101. CH 3 -C-OH + HO N a ~ CH 3 -C-O Na+ H 2O
in the above reaction:
(a) Keq>l ~) Keq<l (c) Keq =1 (d) Keq =0
~ EB
e e
102. H-C=C-H + NaOH ~H-C=C Na + H2O
For the above reaction:
(a) Keq > 1 (b) Keq < 1 (c) Keq =1 (d) Keq =0

103. 00 00 ©0-H I
H
(u) (b) (c)
 C he m is t~ ,
Elementary Organic ·, for "4!

th :
C om pa re ba si c st re ng (c ) c> a> b
(b ) b > a> c
(a ) a> b > c
N H 2 (b )

104.@ ; N
Basic st re ng th or de r
is:

(a )
(c ) a= b (d ) b>>a
(a ) a> b (b ) b > a
(a ) N H 2 O

r is:
105. ; Ba si c st re ng th or de

er
ap
(d ) c> b> a
(b ) b> a> c (c ) c > a > b
(a ) a> b > c np
tio
(b )
es

NH
II
qu

_,,,,,,,,.c . . . . __ ; Basic st re ng th or de r is:

et

106. N H2
ne

N H2
(a ) (c )
@

(d ) c > a >b
(b ) a= c> b (c ) b> a= c
(a ) b > a> c
on

e e
e H
H C === C CH 2 = C
-C H2
ly

107 . C H 3 (b ) (c )
on

(a )
ng th :
C om pa re ba si c st re (d ) a >C >b
(b ) c > b > a (c ) a> b > c
(a ) b > c > a
H

N
10 8. CN)
I
(NO)
I
o; I
I H H
H
(b ) (c )
(a )
ng th
C om pa re ba si c sr re
(b ) c > a> b (c ) b > a > c
(a ) a > b > c ?
hi ch of th ~ fo llo w in g is st ro ng es t base
1 09. W H
I I
(a ) CX) (b ) CT)
Organic Chemistry: Some Basic Principles and Techniques
H H H
I I I
NN
( NY N1
Cc)~
(d)
CO
110. Basic streng th order is: CH 3 -C == N (a)
CH3 -CH = NH (b)
CH3 -CH2 -NH 2(c)
(b) c>b> a (c) b>a> c (d) a=b> c
(a) a >b >c
111. Comp are acidic streng th

1 ..,--OPh ~~Ph
CJ'@ u~
er
ap
np
tio
es

112.
qu
et
ne

Comp are acidic streng th :

@

(b) 2 > 1 > 3 (c) 3>2> 1 (d) 3>1> 2

(a) 1 > 2 > 3
on

~
ly

113.
on

®
PMe3

Comp are acidic strength:

(a) H 1 > H 2 (b) H 2 > H1 (c) H1 =H 2 (d) Cannot compare

114. CH 3 - C0 2 H; CH3 -OH ; CH3 -C ==CH ; CH3 - NH 2

(b) (c) (d)
(u)

Compa re addic strength:

(a) a >b > c > d (b) b > c >a >d (c) b >a >c > d (d) a> c > b > d
OH
C==CH NaNH 2
(A); Produc t (A) is:
115. (I -mole)

SH
 Elementary Organic Chemistry for Medical
0 EB
OH ONa
C=CH
(a) (b)

SH

OH OH EB
e EB Na
C=CNa e C=CH
(c) (d)

SH SH

OH C02 H · OH

er
116.© ~ 6 ap
np
tio
(a) (b) (c)
es

Compare acidic strength:

qu

(a) a > b > c (b) b > c > a

fH
(d) a> c > b
et

117.@ ~
ne
@
on

~) CH3 CH3 (d)

ly

(b) (c)
on

Compare acidic strength:

(a) a> c > d > b (b) d >a> c > b (c) d > c > a > b
(d) d>c>b>a
118. Which of the following has greatest pK 3 value?
Cl
I
(b) Cl-CH-C0 2 H
(c) Cl 3 C-C0 2 H (d) CH -C0 H
3 2
119. Which of the following has smallest pK 3 value?
(a) Ph-OH (b) Ph-C0 2 H (c) Ph-S0 H
3 (d) Ph-NH 2
120. Which of the following has least acidic hydrogen?
<D
(a) R-NH3 (c) R-OH (d) R-S0 3 H
121. Which of the following has highest pKa value?
0
II
(a) CH 3 -S03H (b) CH3 -C-OH (c) CH -OH
3
Organic Chemistry: Some Basic Principles and Tech
niques lllilll
122. Which of the following ions is most acidic?
(a) C 6 H 5 NHi (b) C 6 H 5CH 2 NHi
(d) CH 3CH 2 NHi (e) CH 3 NHi
(c) (CH 3 ) 2 CHNH i
123. Which of the following is the weakest base?
CH 0-)
(a) phen olate ion (C 6 H 50-) (b) ethoxide ion (CH 3 2
30-)
(c) hydroxide ion (HO -) (d) acetate ion (CH 3 C0 2) (e) methoxide ion (CH

124. \Nhich of the following is the strongest acid?

(a) CH 3NH (b) CH 3 0H
(d) CH 3 0CH 3 (e) CH 3 Cl
(c) CH 3SH
125. Which of the following is the strongest base?
(a) HOMgBr (b) H 20
(d) CH 30H (e) CH 3 MgBr
(c) CH 4
wing structure is the most acidic ?
126. Which of the labeled hydrogen atoms in the follo

er
0

H_ Jn\ _C H2CH2~0H ap ,,
np
1 ~ 3 4 5
tio

H
es

2
(e) 5
qu

(b) 2 (c) 3 (d) 4

(a) 1
et

are the most acidic ?

12 7. Which of the following underlined alpha hydrogen
ne

0 0
0
II II
@

II (b) CH 3 -C-- -CH 2 -CH

(a) CH 3 -CH
on

0 0
0 0
II
ly

II II II
CH 3 -C- CH 3 (e) CH 3 -C- O- CH 3
on

(d)
(c) CH 3 -C- CH 2-C -OC H3
wing structure is the most acidic ?
128 . Which of the labeled hydrogen atoms in the follo
?i
(n" {C -CH2CH 2CH 3
~ 3 4 5

H H
1 2
3(c) (d) 4 (e) 5
(a) 1 (b) 2
wing structure is the most acidic ?
129. Which of the labeled hydrogen atom in the follo

H-f o\- -CH z-~ -CH2-~- CH3

J ~ 3 4 5

H
2

(c) 3 (d) 4 (e) 5

(b) 2
 Elementary Orga nic Chemist"'• '.""--.
·'for ~

• creas ing acidi ty :

Of 10 (iii) 80e
130. Rank the follo wing comp ound in order
Ci) H 3 d.v (ii) H 20
Ca) i < ii < iii (b) ii < i < iii
.. . .. . (d) iii < i < ii
( C) 111< 11<1
. comp ound m
131 • R ank th e follo wing · creas ing acidi ty : ...
• ord er o f m
(ii) H20 (111) HzS
(i) NH3
(a) i < ii < iii (b) ii < i < iii
(c) i < iii < ii Cd) iii < ii < i
acidi ty : ...
132 . Rank the follo wing comp ound in order of increasing
(i) CH 3 -CH 2 -CH 2 -0H (ii) Cl-C H 2 -CH
z-O H (lll) CH3 -CH 2-0H
Ca) i < ii < iii (b) i < iii < ii
(c) ii < i < iii (d) .ii < iii < i
acidity.

er
133 . Rank the follo wing comp ound in order of increasing
(iii) CH3 -CH 3
ap
Ci) CH 3 0H (ii) CH 3 -NH 2np
(a) i < ii < iii (b) iii < ii < i
tio

(c) i < iii < ii (d) ii < i < iii

s

134 . Rank these proto ns in orde r of decreasing acidity:

ue

(iii) (ii)
tq

0 NH 2 OH
e
ne

NH 2 OH(i )
@

(iv)
on

(a) iv > i > iii > ii (b) i > ii > iv > iii
(d) i > iv > iii > ii
ly

(c) i > iv > ii > iii

on

135 . Com pare basic stren gth of following:

(i) (ii)

(a) i > ii (b) i = ii (c) ii > i (d) i > > ii

136 . Com pare acidi c stren gth :

J:OH
(i) lQJ (ii)
(iii)

F
(b) ii > iii > i
Cl 7
(a) i > ii > iii Cc) iii > ii > i (d) iii ;;,, i
Organic Chemistry: Some Basic Principles and Techniques

137. Which of the following has most acidic hydrogen?

(a) (b)

(c) (d)

er
ap
np
tio
es

'
qu

(d) CH:1- S- y-S-Cl-1 3

et

0-Cl-1:1
ne
@

139. Compt1re Hddic strength :

(iii) Ph - C ~ CH (iv) Ph - CH 2 - OH
on

(l) Ph - C0 2H (ii) Ph - OH
(,,) i ,,,, Ji > iii > Iv (b) J > Jl > Iv > ill (c) l > iv > iii > ii (d) ii > I > Iv > iii
ly

140. Which o( the following lHmosI rt1cldl<.:'?

on

H A
(,i) (b) u (d) Cl·l :1 - Cll i - OH

141. (;() mp:Jrc add le utrenY,t h :

(Ill)@
()
011

()J © )1 11
OJI
(JI) 011

C';::=,(:I I
~O
/lvJ@OIJ (V) lSJ
( r,) ) ,., JI ,, 111 ., lv .,. v (I,) I · Ill :,- II > Iv ,• v
( l ' ) l lI , J _,, l l , Iv ,, v (ti) II > I , Ill :- Iv · v
 Ele men tary Org ani c Che mis try for P.1
~
1 8d1ea
est pK 0 valu e?
142 . Wh ich of the foll owi ng has high
F

(a) 6-C0 H 2
(b)
F o - C 02 H

(c)
OF
C0 2 H

est K 0 valu e?
(d)
a- C02 H

143 . Wh ich of the foll owi ng has high

Cl
I
(a) CI - CH 2 - C0 2 H (b) Cl- CH -C0 2 H

er
ap
Cl

np
I (d) CH 3 -C0 2H
C - CO 'J H
(c) CI -
tio
I -
es

Cl
OH (b)
qu

~
et

1
S03 H(d) ; Ord er of acid ic stre ngth is:
ne

J 44. l- O
NH~ (c)
@

(.!)

> c > I> > a (b) d > a > b > c (c) d >a> c > b cz > d > c > b
on

( n) d (d)
J 45. Com par e basi c stre ngth :

(ii)@
ly

N;,
(';O
0
on

(i) ~ :.) (iii)

N N
I
H
i > ii > iii
(n) {h) i > iii > ii (c) iii > i > ii (d) iii > ii > i
J 46. vVh idt of tlw foll owi n~ is stro
ngest base i)
CH->-N H1
H:! _
~ NO
@CH3
NH.,

{n) Ly (c) (d) @

Cl l:1
foll m,vin~ is srro ng hnse?
J47 . Wh ich of the
. , ... NH ~ O
(b) NIL- C '---N
(11) Nll :,- - c-.........c,-IJ :.. H:!
Olganic Chemistry~Some Basic Principles and Techniques IEII
148. Which of the fullowit\~ i~ ~trOt\\!.'t'St ha~t' ·:i

~H NH ~ ll Nll

(al6 lb) H---0 (c) LJ

ll- N.)l._N- H (cl)
6
149. \Yhich of the following is weakest b~se?

(a)© o) NII,)

(b)
0N
I
H
(c) C N
I
H
(cl)@
150. Wnich of the following compound is ,,i rt ually non-basic?

L CF--
(a ) ~ 3 (b) N"rCI\
CH~ CH3

r
::-

e
ap
151. \\"hich of the following is weakest base? np
(a) CH3- C (NH (b) CH 3 -CH = ' NH
io
NH2

(d)@
NH2
st

0
ue

II
(c) CH3-C-NH2
e tq
ne

152. Which of the following is weakest base?

0
@

0
e II e II 8
on

(a) Ph-O (b) Ph-C-O (c) Ph-S-cf (d) Ph-CH 2

II
ly

0
on

153. Which of the following carbon will be dep~oton~ted first on treatment with base?
~ 1

N~· 0
(a) 4 (b) 5 (c) 2 (d) 3
154. Correct order of acidic strength of given compounds will be:

~H c5 ~ ~H

CH3 N0 2
(I) (II) (III) (IV)

(a) IV > II > I > III (b) IV > III > I > II
(c) IV > l > II > III (d) IV > I > III > II
 Elementary Organic Chemistry for Medical

155. Which of the following is the strongest base?

N H2 CH3"'-N /CH3 NH 2 CH3"'-.','/ CH3

Ca l © (bl @ (cl
N 0 2~
~
N0 2
(dJ
N 0 2~
~
:'iO 2

0 OHCb) N 02 K0 2

156. H---:,?,~ S03HCdl ; Order of acidic strengths is:

NH3 ccl
c,,

( a ) d >c > b >a (b) d > a > b >c (c) d > a >c > b (d ) a > d >c > b
157. The strongest Bronsted base among the following compounds is:
(a) NaCH 3 (b) NaOH (c) NaF (d) NaNH 2

er
158. Oxygen atom of the carbonyl group is most basic in:

ap
(a) Amide (b) Ester (c) Acid chloride (d) None

np
159. In the following comg nds:
8 OH

6 ¢
tio
A
es
~N02
qu

CH3 N02
et

co (IV)
ne

(10 (IIO
the order of acidity is:
@

(a) III > IV > I > II (b) l>IV >IIl>ll (c) ll>l>IIl>IV (d) IV > III > I > Il
on

160. Most basic is:

0
ly

CH-C~NH II
on

(a) 3 "'-NH (c) (CH 3 )zNH (d) CH 3 CNH 2

2
161. Which one among the following is the least basic?
(a) CH 3 NH 2 (b) NH 3 (c) C 2 H 5 NH 2 (d) PhNH 2
162. Phenol is less acidic than:
(a) acetic acid (b) p-methoxy phenol
(c) p-nitrophenol (d) picric acid

Aromaticity
163. Which of the following is antiaromatic?

(a) D (b) 0
©

(c) o~
~ /2 (d) _II~-"
Organic Chemistry: Some Basic PMCiplel and T~

f a J a and c <bJ ¼ c, and a

(cJ b andd (d ) b, ~ 21,rl ~
165. Vthic.h ";f ti'.£ foHov,ing e3.tkm; i£ zrmn.aric?
-

a b
0 0 rl

er
(2 Jb, d

ap
(cJ a , b , d
np
~
tio
es

166.
0
qu
et
ne

Hov,· ma:nv ;:-electrons are com:amed in gn'en molecule?

ra ) 6:: (al 12.T.
@

(b) 8-. (c) 107.

on

167.
ly
on

C:,rlr.r...:.em:oPi'7iern:,1 C2Iion Cyd.onoll21a:rmrio<c anion

(A) (B)
~,umber of ;:-elecrrons in (A) and (B) respectively are :
(a) 8, 8 (b) 8, 10
(c ) 10, 8 (d) 10, 10
168. Vfoich of the follo-11>'lilg compound has high.est dipole momenr?

(.a) (b) (c)

(d)
9
0
I I
169. Vvhich of the following is nor aromatic?

fa) Q (b) 0 (c) 0 0

(d ) ~ one of th~
 Elementary Organic Chemistry for Med·
IC;

Hybridization
170. Number of sp 2 - sp 2 a-bonds present in given compound is:

(a) 1 (b) 2 (c) 3 (d) 4

171. What is the hybridization of carbon in compound H-C = N?
(a) sp 3 (b) sp 2 (c) sp (d ) All of these
172. What is the hybridization of C1 ,C 2 ,C 3 carbon in the following compound?
CH 3 -CH 2 -CH=CH-C=C -H
1 2 3

(b) sp3' sp2, sp2 (c) sp 3 , sp 2, sp (d) sp , sp 2 ,sp 2

173. What is the hybridization of carbon in the following compounds?

er
CH 3 -F, CH 3 -Cl

ap
2 2 (c) sp 3 ,sp 3
(a) sp ,sp (b) sp, sp (d ) sp 3 ,sp 2
174. In which of the following carbon is sp 2 hybridized state ? np
tio
0
es

II
(a) CH 3 -Cl (b) NH2 - C - NH 2 (c) H-C = N (d) CH 3 - NH 2
qu

175. Which carbon(s) in the following molecule is(are) sp hybridized?

et

0
ne

11
@

CH 3 -C-CH 2 -C =C-H
1 2 3 4 S
on

(a) carbon 1 (b) carbon 2

ly

(c) carbons 1, 3 (d) carbon 4 (e) carbons 4, 5

on

1 76. What is the hybridization of the carbon atoms numbered 1 and 2 respectively in the followin,
structure?

@- CH= CH-C=CH
1 2
3
( a) sp , sp 2
(b) sp 2, sp 2 (c) sp,sp (d) sp 2, sp ( e) sp,sp
2

Intermolecular Forces , Bond Parametres and Heat of Hydrogenation

177. Which of the following has the strongest van der Waals' interaction between molecules of th<
same kind?

(a) CH 3 - CH - CH 2CH 3
l
CH 1
 niques
O.ganic Chemistry: Som e Basic Princi,ples and Tech

(e) CH 3 -CH -CH 3

re) Q-i , - C - CH -
- f .,
I

bond strength :
Rza\ ; the indiczred bonds in each compounds in order of increasing
Cb) 3< 1< 2 (c) 1<3 <2 (d) 2<3 <1
(a j l <2< 3
w in kcal/mole.
179. Consider th£: bond dissociation energies listed belo
Oi 2 -Br 70
68

er
CH 3 CHz -Br
68
ap
(CH 3 )zCH--Br
.
ca--r 3 h C-B r
np
65
when bromine is bound to a ....... .
Tn.ese data show that the carbon-bromine bond is weakest
tio

(a) methyl carbon

(b) prim ary carbon
es

(c) secondary carbon (d) terti ary carbon

qu

w (in kcal/mole), estimate the Aff for the

0

180 . Given the bond dissociation energies belo

et
ne

propagation srep
(CH 2 )zCH . t.- CJ 2 -7( CH 3 ) 2 CHC1 +CJ
@

98
on

CH ~CH .zCH z-H

(CH 3 J 2CH- H 95
ly

0- d 58
on

H- d 103
CH ~CH zCH z-Cl 81
(CH 3 )zCH -Cl 80
(a) - 30 r,caJ/ mole (b) + 22 kcal /mole (c) - 40 kcal /mole (d) + 45 kcal/mole
181. Benzem: can be reduced to cydoh.e,,..a ne when
it is treat ed with hydrogen in the presence of a
and press ure. Predict the signs of Aff 0
nickel catalyst unde r conditions of high temperature
and M'• for rhis process.
flH ,,, O, /1S',= o (d) Mr < o, AS()< o
0 0
(a) Aff:. ,,,, o, t.S'•> O Cb) Aff > 0, AS < O (c)
0

182. Compare bond length in rhe give n compounds

across (ca rbon-oxygen):
H H

CHO
(a) (b)
6 (c)
 El8n\$ntacy o,ganic Ct\$mlst:ty for M~ .

ta.) .. :--- t- -----L· Lb) b ----- c -----lt ld t- ----- u: ' l'

©
lSS. C0n4'...l.rl:: bond. le-~rth in chi:.' ~tvt."n C."\J.tupound~ ~

H aC = CHa : H 5 C - CH~:

(a) (b) (c:)

(a) a. ' b>c (b) <: ' a>-b (c) c>b ----- a
184' Arran.:._<re the proton sho\'\ITI. on deCTc'a.sing onit:r of bond ene~.!Y :'
He
Hd

Hb

er
(b) Hb > He > Ha > Hd

ap
> He > Hd
( a ) Ha > Hb
( c) Hb > He > Hd > Ha (d ) Hd > Ha> He > Hb

np
185. Arrange the following hydrogen in decreasing o rder of bond energy :
- @@cH, tio
es
I I I ~
= CH-CH-CH- C-CH:.,- fu:i\
qu

H ., C
- I - ~
et

@
ne

(a ) Ha >Hc>Hb>Hd (b) Ha > Hd > Hb > Hc

@

&@:-@
(c) Hd >Hc >Hb>Ha (d) Hd>Hb>Hc>H a
on
ly
on

186.
(!is
Arrange the following in decreasing order of bond energy :
(c) Hc>Ha>Hb (d) Hc>Hb>Ha
(a ) Ha>Hb>Hc (b) Hb>Ha>Hc
@

187.

CH3
Arrange the following in decreasing order of bond energy :
(a ) Ha>Hc>Hb (b) Ha>Hb>Hc (c) Hb>Ha>Hc (d) Hb>Hc>Ha
188. Which of the following compounds contains the longest carbon-carbon single bond?
(a) allene (b) 1,3-butadiyne
(c) 1,3-buradiene (d) ethane
 les and Techniques
Organic Chemistry: Some Basic Princip
the highest boiling point?
189 . Which of the following wou ld have
H (b) CH 3 -O -C H 2CH 2CH 2 -0 -C H3
(a) CH 3C H2 -0- CH 2CH 2 -0 -C 3 H3
(d) CH 3 CH 2 -O -C H 2 -0- CH 2C
(c) HO -CH 2C H 2CH 2CH 2 -0 H e thei r boiling
oxylic acid of com para ble mass will hav
190 . An alcohol, an alde hyd e and a carb
points in the ord er:
e
(a) alcohol < carboxylic acid < alde hyd
(b) alde hyd e < alcohol < carboxylic acid
(c) alcohol < alde hyd e < carboxylic acid
(d) carboxylic acid < alde hyd e < alcohol stre ngt h is:
n com pou nd in ord er of decreasing bon d
191 . Ran k the ind icat ed bon d in the give

2rl e-cfc
a b

er
ap
(c) b>c >a (d) a > c > b
(a) a > b > c (b) b >a > c np :
k the ind icat ed bon d in the give n com pound in ord er of decreasing bon d stre ngth
192 . Ran
io

b
t

a
es

\ I
qu

e,\\<rQJN
et
ne

(d) c >a > b

@

(b) c > b > a (c) b > c > a

(a) a > b > c
on

(iii)

6
:i:f t6w ing :
193 . :i: m 6a t ofh yd rog ena tio
ly
on

(b) iii> ii> i

(a) i> ii> iii
(d) ii>i ii>i
(c) ii>i >iii
er of hea t of hyd rog ena tion :

(i)oo CO
194 . Rank the following in dec reas ing ord

(ii) (iii) 0 :: :) (iv) W

(c) iv> ii>i ii>i (d) iv> iii> ii>i
(b) i>ii i>ii >iv

u
(a) iii> i>ii >iv

u
(i) u
195 . Rank the following in decreasing ord
er of hea t of hyd rog ena tion :

(ii)

(b) ii>i ii>i (c) i>ii i>ii

(iii)

(d) ii>i >iii

(a) i>ii > iii
 Elementary Organic Chemistry for Medical

Identificatio n of a -Hydrogen
196. Which of the following compounds does not have an alpha hydrogen ?
0
0
(i) C§r~H (ii) H-C-H
II (iii)do

(a) i (b) ii
(c) iii (d) all of the above
197. Which of the following has maximum number of a-hydrogen?

(a) >=< (b) =>=C (c) X (d) =>-C

er
ap
198.

np
tio
Number of a-hydrogen in given compound is:
es

(a) 4 (b) 5 (c) 6 (d) 7

qu

>=< r
199. Sum of a-hydrogen in given alkene is:
et

(i) (ii) (iii)>= (iv)~

ne
@

(a) 30 (b) 31 (c) 32 (d) 33

200. Sum of a-hydrogen in :
on

6 0
ly
on

(i) (ii)

(i) +(ii)=?
(a) 13 (b) 14 (c) 15 (d) 16
201. Sum of a-hydrogen in:

(ii)~

(i) +(ii)=?
(a) 8 (b) 9 (c) 10 (d) 11
202. Sum of a -hydrogen in :
(i) 1- hexene, (ii) 2 - hexene, (iii) 3- hexeiie
(i) + (ii) + (iii) =?
(a) 8 (b) 10 (c) 11 (d) 12
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