PH-3 WB Adv Chemistry Answers

PH-3_WB_ADV_CHEMISTRY
ANSWERS
GROUP IIIA
DAY–1
1. A, C 2. A, B 3. B, C 4. A 5. A
6. Gold has much higher first ionization energy than boron yet gold is a metal and boron is a non–metal
because gold in its crystal structure has a co–ordination number of 12 while boron has 6 (or) less
than 6.
3+ 3+
7. Because formation of B and Al requires a large amount of energy which is not easily available,
they form covalent compounds
8. I.P. decreases and so ease of formation of ion increases down the group. Also, moving down the
group, oxidation state exhibited decreases from +3 to +1. So, formation of cation becomes easy.
DAY–2
1. B, C 2. B, C 3. C, D 4. A, B, C 5. A
6. Al = +3, Ga = +3, In = +3, Tl = +1
7. (i) Boron (ii) Boron (iii) Boron (iv) Thallium
8. Due to partial hydrolysis of Boron halides in moist air .
9. Aluminium reacts with sodium carbonate to give soluble meta aluminates..
10. a) Due to boron’s polymeric structure of icosahedral molecules.

b) Boron’s 2p orbital is small enough to overlap with the 2p orbital of halogen but 3p orbitals of Al
cannot.
11. Al has great affinity for oxygen and thus it reduces a larger number of less electropositive metal
oxides to metals.
Fe2O3 + 2Al  Al2O3 + 2Fe; H = -Ve
Cr2O3 + 2Al  Al2O3 + 2Cr; H = -Ve
3Mn3O4 + 8Al  4Al2O3 + 9Mn H = -Ve
12. 2Al + 3H2SO4(dil)  Al2(SO4)3 + 3H2

2Al + 6H2SO4 (conc)  Al2 (SO4)3 + 6H2O + 3SO2 

13. 2Al + N2  2AlN
2AlN + 3H2O  2NH3 + Al2O3
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SP-WB(III)(A)-CH(GR IIIA)-2
DAY–3 & 4
1. A, B, C 2. A, B, C, D
3. B 4. Ar;Bp;Cs;Dt;Eq
5. Due to back bonding, B – X bond attains a double bond character. So, it is shorter than expected.
6. BBr3 > BCl3 > BF3
7. Due to back bonding in BCl3

8. Na2B4O7. 10H2O  B2 O3  2NaBO2  H2 O
 X
9. Ca2B6 O11  2SO2  9H2O  2CaSO3  6H3BO3
Colemanite
2H3BO3  B2O3  3H2O
10. Ca2B6O11  2Na2CO3  2CaCO3  Na2B4 O7  2NaBO2

A B C D
4NaBO2  CO2  Na2CO3  Na2B4O7

D C

Na2B4O7  2NaBO2  B2O3
C D E
DAY–5
1. A, B 2. A 3. C
o o
120 C 200 C
4. B2H6 + 2NH3 

 B2H6.2NH3 

 B3N3H6
5. Na2B4O7 + H2SO4 + H2O  Na 2SO 4  4H3BO3

A B
1000 C 200 C 1600 C 0 Cl
H3BO3 
 HBO 2 
 H2B 4 O7   B2O3 
2
 BCl3  CO
B C D E
LiH
BCl3   B2H6
G
6. (i) On strong heating ‘X’ swells up to give glassy material. It may be borax.
(ii) Alkaline solution of ‘X’ indicates that ‘may be it is an alkali metal salt and finally
(iii) this reaction supports borax reaction.
 
(i) Na2B4O7 .10H2O 
H O
 Na2B4 O7   B2O3  2NaBO2
material 
2
glassy
H O
(ii) Na2B4 O7 .10H2O 
2
 2NaOH 4H3BO3
 Alkali 
(iii) Na2B4 O7  H2SO 4  5H2 O  Na2SO4  4H3BO3
 weaks acid
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DAY–6 & 7
1. B, C 2. A, B, C, D 3. A, B, C 4. A, B 5. A
6. B3N3H6
H
H B H
N N
B B
H N H
H
7. In Borazine B = N bonds are polar and therefore reactivity of borazole is more than benzene which
possesses non-polar C = C and C – C bonds. The more negative group attacks boron atom.
8. Borazine (B3N3H6) is known as inorganic benzene. Unlike benzene borazine adds HX, H2O, ROH
etc. It is hydrolysed to boric acid and NH3 at elevated temperatures.
B3N3H6 + 3HX  -(-H2N-BHX)-
C6H6 + HX  No reaction
o
9. (i) (A) is a characteristic dimeric compound which sublimes on 180 C and forms monomer if heated
o
to 400 C and thus (A) is (AlCl3)2 or Al2Cl6.
o o
180 C 400 C
Al2 Cl6(s)   Al2Cl6(g)   2AlCl3
(ii) It fumes with wet air:
Al2Cl6 + 6H2O  2Al(OH)3 + 6HCl 
Fumes (B)
(iii) Its solution in water is acidic due to hydrolysis.
2AlCl3 + 6H2O  2Al(OH)3 + 6HCl(aq.)
Acidic turns blue litmus to red
(iv) (A) gives white ppt. with NH4OH and NaOH, soluble in excess of NaOH
Al2Cl6 + 6NH4OH  2Al(OH)3 + 6NH4Cl
Al2Cl6 + 6NaOH  2Al(OH)3 + 6NaCl
 Excess of NaOH
2NaAlO2 + 2H2O
DAY–8
1. C, D 2. A, B, C 3. B, C 4. B
5. The extent of back bonding is more in Boron halides and so electron deficiency is reduced, but AlCl3
does not exhibit back bonding and so to reduce the electron deficiency, it dimerises.
6. i)Though it is electropositive, as it forms an inert oxide layer, inner surfaces are unaffected. So, it is
used extensively as structural material.
ii) It is light & tough
7. One of its p-orbital remains empty.
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8. Al can form more than 4 bonds as it can also use vacant d-orbitals for bonding
9. Boron a nonmetal, Aluminium amphoteric metal and Thallium metal
10. i) We cannot.
ii) Boric acid can be titrated with NaOH in presence of cis-1,2 diols.
11. X is AlCl3.
0
1000 C
12. (I) Al2O3 + 3C + 3Cl2   2AlCl3 + 3CO
(II) Al4C3 + 12H2O  4Al(OH)3 + 3CH4
(III) Blue fame was formed

Na2B4 O7 .10H2O   2NaBO2  B2 O3

CoO  B2O3   Co BO2 2
Blue 
13. Cryolite and fluorspar are added to decrease the melting point of Alumina and make it a good
conductor of electricity.
14. 12F 12F  12e 

2Al2O3  12F  4AlF3  3O2  g
15. Al2O3 + 2NaOH  2NaAlO2 + H2O

NaAlO2 + 2H2O  Al(OH)3 + NaOH

2Al(OH)3  Al2O3 + 3H2O
2075K
16. Al2O3 + 3C + N2 
 2AlN + 3CO 
SiO2 + 2C  Si + 2CO
AlN + 3H2O  Al(OH)3 + NH3
o
1200 C
2Al(OH)3   Al2O3 + 3H2O 
17. 2Al + Fe2O3  2Fe + Al2O3 + Heat

+3 +3 +3 +3
18. Aluminium ions can be replaced by trivalent cations such as Cr , Fe , Mn or Co while
+ + + + + +
potassium can be replaced by monovalent cations such as Na , Rb , Cs , Ag , Tl and NH4 ions.
3+
19. Al ions liberated from alum are highly effective in coagulating negatively charged colloids like
+3
blood, muddy water etc. Due to their high valency of Al ions blood coagulates and makes a clot
and thus the bleeding stops. Aluminium is also used for setling muddy water (coagulates suspended
impurities of dust, dirt from muddy water).
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ANSWERS
GOC & ISOMERISM
DAY-9
SUBJECTIVE
CH3 CH3
1. a) b) H3C C C CH3
CH3 CH3
CH3 CH3
2. H3C C CH CH3
CH3
3. Conceptual
4.
5. isobutane < n – butane < n – butyl chloride < n – butanol

2
6. a) Positive charge b) Planar c) sp
MULTI CORRECT
1. AB 2. AD 3. ACD 4. ABC 5. BC
6. ABC 7. BCD
MATCH THE FOLLOWING
1. A  q, r ; B  p, s ; C  p, r ; D  r
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DAY-10
RULES OF IUPAC NOMENCLATURE OF ALKANES
SUBJECTIVE
1.
2. i) 3, 5 Dimethyl decane
II) 2 – Methyl hexane
3. i) 2,2,4-Trimethyl hexane
II) 4-(1,1-Dimethylethyl)-3-ethyl-4,7-dimethyl decane
4. 2, 2-Dimethyl-5-(1’, 1’, 2’ – trimethylpropyl) nonane.
SINGLE CORRECT
1. D
CH3
Isopropyl group is HC
CH3
C C C C C
C
2. B
DAY-11, 12
SINGLE CORRECT
1. C 2. D 3. C 4. C
MULTI CORRECT
1. ACD 2. AB 3. ABC 4. ABD 5. ABD
DAY-13
IUPAC NOMENCLATURE OF COMPOUNDS CONTAINING TWO OR MORE THAN TWO FUNCTIONAL

GROUPS
SUBJECTIVE
1. i) 5-Ethyl-4,4-dimethyloctane ii) N-(1”-methylpropyl) butan–2–amine

iii) 1,3-Dimethoxypropane iv) 3,3-Diethylpentane
Hyderabad Centers
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2.
O
N OH
(i) (ii) (iii) (iv)
O
O
CN
3. (a) 4 – methoxy aniline (b) 1-methoxy- 2–methylpentan – 3-ol
4. (i) 4- [1’- methylpropyl ]- 3 -methylheptane

(ii) 2, 8- dimethyl- 5- [1’- ethyl-2’- methyl propyl]nonene – 2
(iii) 3- [2’- methylpropyl]hept -1 –ene- 4 -yne
(iv) 5,6-diethyl- 3-methyl- 4-decene
5. (i) 1- chloro- 5- methyl- 2-hexanone (ii) 3- methyl- 3 -cyclopropylbutanal

(iii) 3- ethyl- 4- methyl- 4- phenyl- 2–pentanone (iv) 1, 3-Propanedioic acid
6. (i) Propanoic anhydride (ii) 4-ethylhex- 4-ene -2-ol

(iii) 3-hydroxy- 3, 4- dimethylpentene – 1 (iv) 3 hydroxy 3, methyl butanoic acid
7. (i) N – Phenyl Cyclohexane carboxamide. (ii) Bicyclo [ 3, 3, 0] octane.

(iii) Methyl – (2–ethyl)–hexanoate
CH3 CH3 CH2 CH CH2 CH3

8. a) b)
H3C CH CH2 NH CH2CH2CH3 N(CH3)2
CH3 CH3
c) H3C C CH2Br (d) H3C CH2 CH2 CH CH CH3

CH3 OC 2H 5
H3CH2CH2CH2C CH CH2 CH2CH2CH3 CH2CH3
CHCH3 CH CH3
e) f)
CHCH3 H3CH2CH2CH2C CH CH2 CH CH2 CH CH3
CH3 CH3 CH3
9. III)1-Ethoxy-1-(thioethoxy)butane
MULTI CORRECT
1. A, B, D 2. A, C 3. B, D 4. A, B, C
DAY-14
STRUCTURAL ISOMERISM – CHAIN, POSITION AND FUNCTIONAL ISOMERISM
SUBJECTIVE
H3C CH3
H3C
1. OH , , CH 3OCH 2CH 3
OH
Hyderabad Centers
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CH3
H3C H3C CH3
2. H3C CH3 CH3
, ,
CH3 CH3
MULTI CORRECT
1. A, B, C, D 2. A, B, C
ASSERTION-REASONING
1. B
DAY-15
STRUCTURAL ISOMERISM
SUBJECTIVE
H3C O CH3 ethoxy ethane

1.
H3C CH3 Methoxy propane
O
CH3
2. i) C6H5 – CH2 – OCH3 ii) CH3NH CH2CH2CH3 (iii) H3C CH NH CH2CH3
3. H3C H3C
H3C CH3
CHO , CHO
,
O H3C
O O O
H3C H3C
H3C
CH3 , ,
H3C
4. i) Functional ii) metamerism iii) position iv) tautomerism
5. (a) CH3 – CH = CH – CH3 , position

(b) CH3 – CH2 – O – CH3 , functional
(c) CH2 = CHO – CH3, tautomer
(d) CH3 – COOCH3, functional
6. 12
7. CH2=CH–CH2–CH3 ,
H3C CH3 H3C H CH3
C C (cis) C C (trans) , H3C C CH2
,
H H H CH3
Trans form is more stable.
MULTI CORRECT
Hyderabad Centers
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1. A, D
ASSERTION-REASONING
1. B
DAY-16, 17
PROJECTION FORMULAE AND INTER CONVERSIONS
SINGLE CORRECT
1. A 2. C
DAY-18
CONFORMATIONAL ISOMERISM
SUBJECTIVE
1. Staggered > Gauche > Eclipsed

2.
3.
(a)
more stable
CH2H3
H H
(b )
H H
CH3
H
Cl H
4.
H Br
H
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5.
Z Z
H H H Z
(i)
H H H H
Z H
anti gauche
Mole–fraction of anti form = 0.82

Mole–fraction of gauche form = 0.18
obs  1D
 1  anti  0.82  gauche  0.18
 anti  0
1
 1   gauche  0.18  gauche   5.55D
0.18
HH
H
H 3C D
(ii) because of H-bonding
D CH3 D OH
H D OH
ASSERTION-REASONING
1. B
DAY-19
STABILITY OF CYCLOHEXANE – BAEYER’S STRAIN THEORY
SUBJECTIVE
1. Cis Diastereisomer
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 Note that the cis and trans diastereoisomers are not readily interconverted, but the cis isomer is
more stable thermodynamically that the trans (its head of combustion is 1.8 kcal/mol less than
the trans.
 The more stable conformer and the more stable isomer are determined by the principle of
maximum equatoriality.
2.
ASSERTION-REASONING
1. A
DAY-20
CONFORMATIONAL ISOMERISM IN CYCLOHEXANE & INTRODUCTION TO CONFORMATIONAL

ISOMERISM IN MONOSUBSTITUTED CYCLOHEXANE.
SUBJECTIVE
1.
Trans equitorial form is more stable.
ASSERTION-REASONING
1. B
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Match the following
3. A-S,B-R,C-Q,D-P
DAY-21
GEOMETRICAL ISOMERISM AROUND C = C, C = N, N = N AND IN CYCLIC COMPOUNDS
SUBJECTIVE
1. 8 2. 3 3. 5
SINGLE CORRECT
1. B 2. D
ASSERTION-REASONING
1. A 2. A
DAY-22
PROPERTIES OF GEOMETRICAL ISOMERS AND CALCULATIONS OF NUMBER OF GEOMETRICAL

ISOMERS.
SUBJECTIVE
1. i) 2 ii) 4 iii) 2
2. i) 2 ii) 2 iii) None
3. i) 4 ii) 3 iii) 4
4. 8
MULTI CORRECT
1. ABD 2. AB
ASSERTION-REASONING
1. A 2. A
DAY-23
OPTICAL ISOMERISM
SUBJECTIVE
1. I. 4 II. 3 III. 2 IV. 16

2. CH3–CH(Br)–COOH (B) CH3–CH(OH)–CH2–CH3 (C) CH3–CH(Br)–CH2–CH3
3. 40%
4. 50%
5. (a) 50% (b) 75% , 25%
6. According to your self.
7.
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CH3
CH3 CH3
(a)
CH3
(trans) exist as enantiomers (cis) plane of symmetry is present
H3C H3C
(b) H3C
CH3
(trans) exist as enantiomers (cis) plane of symmetry is present
CH3 CH3
(c)
CH3
H3C (trans) (cis)
optically inactive
MULTI CORRECT
1. A 2. A, B 3. A
ASSERTION-REASONING
1. A 2. C 3. A
MATCH THE FOLLOWING
1. A – q; B – p, q, s; C – s; D – q, r, s
DAY-24
CHIRAL C & CHIRALITY, ACHIRALITY, ENANTIOMERS AND DIASTEREOMERS, STEREOCENTRE
SUBJECTIVE
1. I and III are enantiomers I ad II, II and III are diasteriomers.

2. I and II – structural isomers
I and III – Diasteriomers
3. 1
SINGLE CORRECT
1. A 2. D
ASSERTION-REASONING
Hyderabad Centers
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1. C
Matrix-Matching
1. A-p; B-r; C-q; D-r
DAY-25
MESO FORM AND DISCUSSION OF PLANE OF SYMMETRY
SUBJECTIVE
1. (A) 2, Geometrical (B) 2, Geometrical; 2, optical

(C) 3, 2 enantiomer, 1 meso
CH2OH CH2OH CH2OH
H OH H OH HO H
H OH HO H H OH
2. H OH
H OH HO H
H OH H OH HO H
CH2OH CH2OH CH2OH
3. (a) enantiomer (b) geometrical isomers and diastereomers (c) enantiomer
4.
CH3 CH3 CH3

CH3
Cl H H Cl Cl H
H Cl
H H H H H H
H H
Cl H Cl H H Cl
H Cl
C2 H5 C 2H 5 C2 H5
C2 H5
(I) (II) (III) (IV)

(i) (ii), (iii) (iv) = enantiomers
(i) (iii), (i) (iv), (ii) (iii), (ii) (iv) = diastereomers
MULTI CORRECT
1. AC 2. ABC 3. D
ASSERTION-REASONING
1. B
MATCH THE FOLLOWING
1. A  r ; B  s ; C  q, t; D  p; E q
2. A  s; B  r; C  q; D  p
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DAY-26
OPTICAL ISOMERISM IN ALLENES, BIPHENYLS, SPIRO COMPOUNDS, CYCLO ALKYLIDENES AND

AMINES.
SUBJECTIVE
1. Yes, these exist as a pair of enantiomers.

2. The molecules i.e., allenes and spirans capable of holding unlike pairs of groups in mutually
perpendicular planes to make chiral and to exist in non–super imposable mirror image forms. These
molecule contain a chiral axis.
3. achiral : I, III, IV ; chiral : II, V, VI, VII
MULTI CORRECT
1. ABC 2. AC 3. A, C 4. B
ASSERTION-REASONING
1. A
DAY-27
R, S – NOMENCLATURE, E, Z – NOMENCLATURE
SUBJECTIVE
1. (i) E (ii) E (iii) Z (iv) E (v) E (vi) E
2. H H CH3
H2C H
H3C
(a) (b) H
CH3 H H
(c) H Cl
Br (d) H3C CH CH CH2
3. (a) Geometrical (b) Geometrical (c) Optical (d) Optical
4. a) S b) S c) R
5. I. R II. S III. R IV. R, R
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6. (I) enantiomer (II) diastereomer (III) enantiomer
7. (A) diastereomer (B) enantiomer (C) Diastereomer (D) enantiomers.
8. (i) (a) (ii) (b), (c) (iii) (d) (iv) b & e, c & e (v) (b), (c)
9. Z,E
10. I. 2S, 3R – 2,3 – Dibromobutanoic acid II. 2S, 3S – 2,3 – Dibromobutanoic acid
11. I. Enantiomers II. Enantiomers
12.
COOH COOH C CH CH3
I. HO H II. H2N H III. Cl H IV. H Cl
CH2OH CH3 CH3 C2 H5
13. I. S II. R III. S
14. 1 and 4
15. 2R, 3R, 5R
MULTI CORRECT
1. AC
DAY-28
ELEMENTS OF SYMMETRY
SUBJECTIVE
1.
CH2CH3 CH2CH3
H Br Br H
H Br H Br 2, 3-dibromopentane
CH3 CH3
erythro threo,
CH3 CH3
H Cl H Cl
H OH HO H 3-chloro-2-butanol
CH3 CH3
erythro threo,
2.
Hyderabad Centers
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COOH
H Br
H Br
CH3
3. a) centre of symmetry b) plane of symmetry
MULTI CORRECT
1. D 2. A,D 3. B, C 4. B
DAY-29
INDUCTIVE EFFECT, +I GROUPS AND –I GROUPS, CONJUGATION
SUBJECTIVE
1. a) i) 1-pentanol (H-bonding) ii) butyl alcohol ( H- bonding)

b) i) 1-butanol ii) Diethylether
2. (a) 1-Hexanol has straight chain structure and less symmetric while 3-Hexanol has branched chain
and symmetric hence lower boiling point.
(b) In lower alcohols, –OH constitutes a large part of molecule, whereas the molecular weight of
alcohol increases, the hydrocarbon character of molecule increases, hence solubility in water
decreases.
ASSERTION-REASONING
1. C 2. D
DAY-30
RESONANCE RULES, CONJUGATION
SUBJECTIVE
1. y<x
2.
CH3 CH2 CH3 CH2
OH OH
-
3. O CH3 O
-
CH3 O CH3 O
-
CH3 O CH3
Hyderabad Centers
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Similarly write for other compounds
SINGLE CORRECT
1. A 2. C 3. D 4. C
ASSERTION-REASONING
1. A 2. A
DAY-31
DECIDING STABILITY OF RESONATING STRUCTURES, MESOMERIC EFFECT
SUBJECTIVE

1. In R  C  0 octet is not followed.
2. C (order is C > A > B)
3. Due to presence of three strong electron withdrawing groups the protons on methyl group becomes
sufficiently acidic.
4. I effect
SINGLE CORRECT
1. C 2. A 3. B 4. B
MATCH THE FOLLOWING
1. A  p; B  p, q; C  p; D  p, r, s
DAY-32,33
HYPERCONJUGATION
APPLICATION OF HYPERCONJUGATION TO STABILITY OF ALKENE AND BOND LENGTH.

ELECTROMERIC EFFECT
SUBJECTIVE
1. e<d<c<b<a
2. 2–hexene < 3–hexene < 1–hexene
3. I) 12 II) 9 III) 6 IV) 4 V) 3 VI) 2 VII) 1 VIII) 6 IX) 3 X) 4 XI) 0 XII) 0

XIII) 4 XIV) 6
Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559
4. II > I > IV > III
5. II > III > I
SINGLE CORRECT
1. A
ASSERTION-REASONING
1. D
MATCH THE FOLLOWING
1. As;Br;Cq;Dp
2. A – p, q, r; B – p; C – p, r; D – p, q, r;
DAY-34
APPLICATIONS OF ELECTRONIC EFFECTS
SUBJECTIVE
1. (a) I > II > III (b) III > II > I
2.
H H
H F
C C
(i) (ii) C C
F F
H F
H F Br Cl
(iii) C C (iv) C C
F H Br Cl
no net dipole moment.
H F
3. C C
Cl Cl Cl Cl
Cl Cl
4. CF4 is much symmetric structure than hexane hence has lower boiling point.
5. a) By losing a proton cyclopentadiene is readily converted into cyclopentadienyl anion which is

aromatic and very stable. Thus cyclopentadiene is relatively acidic for a hydrocarbon.
-
b) Due to the aromaticity of cycloheptatrienyl cation ( tropylium cation), it dissociates and the Br ion
readily gives a prepcipitate with AgNO3.
6. a) antiaromatic b) aromatic c) non-aromatic d) non-aromatic

Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559
e) antiaromatic f)aromatic g) non-aromatic
7. Azulene is more stable of the given substances.

It is due to electron polarization giving rise to fused tropylium cation and cyclopentadienyl anion
which are aromatic.
8. Due to polarization of the pivot bond, they give rise to cationic and anionic species which are
aromatic and very stable. Due to the presence of these ions, the molecules exhibit dipole moment
though they are hydrocarbons.
9. In the resonating structures both rings are aromatic and both rings have charges on them.
DAY-35
AROMATICITY, ANTI AROMATICITY AND NON AROMATICITY
SUBJECTIVE
1. Because of reverse hyperconjugation.
2. III > II > I
3.  . But in
In formate ion, the resonating structures are same, hence the bond length is 1.27 A
molecular formic acid two different bond lengths are noted.
4. (A) NO2 OCO (B) NO2
5. (i) See the resonating structures.

_
+ +
6. For A, aromaticity is not lost, while

in B aromaticity is lost. So, A is preferred product.
7. Structure B has aromatic nature due to that reason it is more stable.
10. In cycloheptatriene, the delocalization of p electrons do not occur. Hence it is not aromatic.
SINGLE CORRECT
1. C
O O
Deactivates the ring whereas activates.
C O O C
Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559
2. C
is antiaromatic unstable
ASSERTION-REASONING
1. C 2. A
DAY-36
ACIDIC CHARACTER OF ALCOHOLS & PHENOLS. TAKE THE EXAMPLES OF NITROPHENOLS,

CRESOLS, ALKOXY PHENOLS, HALOPHENOLS AND HYDROXY PHENOLS
SUBJECTIVE
1.
OH OH OH
< <
F Cl
2. a) I. p(OH) (C6H4 – COCH3) II. p(OH) (C6H4 – COCH3) III. C6H5OH

b) I > III> II>IV
3. b<a<c<d
4. I. a > b > c > d II. a > b > d > c III. a > b > c > d
IV. c > d > a > b V. c > b > a > d
SINGLE CORRECT
1. B
DAY-37
ACIDIC CHARACTER OF ALCOHOLS & PHENOLS, ACIDIC CHARACTER OF ALIPHATIC AND

AROMATIC CARBOXYLIC ACIDS
SUBJECTIVE
1. (a) II < I < III (b) I < III < II (c) II > III > I
2. The carboxylic group on II ring is more acidic.
3. I > III > II > IV
Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559
SINGLE CORRECT
1.
O H O
O O
C Chelation exist in maleate ion
C C
(B)
H H
2. C
CH Cl
‘–ve’ charge can be stabilized by resonance as well as –I effect of ‘Cl’ :

3. B
MULTI CORRECT
1. C 2. A, B, D 3. A, C, D
ASSERTION-REASONING
1. A
DAY-38
BASIC CHARACTER OF AMINES AND ANILINES

BASIC CHARACTER OF SUBSTITUTED ANILINES
SUBJECTIVE
1. a) III > I > II b) IV < II < III < I

2. ‘e’ is most basic because of +I effect of alkyl groups.
3. II > III > I
4. 1
SINGLE CORRECT
1. B
Amide is less basic than amine, as lp of electrons on nitrogen is delocalized.
H3C C NH2 H3C C NH2
O O
NH2 NH 2
H 3C H3C
NH2 NH 2
2. A
Lp on ‘N’ is not delocalized into the ring as in anilines
Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559
3. D
NH 2
Me 3C CMe 3
Due to presence of bulky t–butyl groups at ortho position. –NH2 move out of plane, hence lp is not
delocalized. So more basic.
MULTI CORRECT
1. B, C, D 2. C, D
DAY-39
BASIC CHARACTER OF SUBSTITUTED ANILINES, STERIC INHIBITION OF RESONANCE & BASIC

CHARACTER OF ANILINES
SUBJECTIVE
1. a) III < II < I b) I < II < III c) II < I < IV < III
2. The second one is more acidic due to – I effect of ‘Cl’
3. Because of presence of 2 – nitro group, NMe2 group becomes perpendicular to the plane of the ring
and lp of N is not delocalized in the plane of benzene
4 (II) due to steric inhibition of resonance.
MULTI CORRECT
1. A, D 2. A,B
DAY-40
STABILITY OF CARBOCATIONS, BENZYL CARBOCATIONS

SUBSTITUTED BENZYL CARBOCATIONS, CYCLOPROPYL METHYL CARBOCATIONS AND
TROPYLLIUM CARBOCATIONS ETC.
SUBJECTIVE
1. a) III < I < II ( I is more stable due to formation of banana bonds)

b) II > IV > III > I (Due to hyperconjugation)
2. a ; (see the stability of carbocation after removal of chlorine)
 
3. CH3 CH2  C 6H5 CH2 < P  CH3  C6H4   CH2  P  OCH3  C 6H4   CH2
4. a<e<b<c<d
Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559

+
5. A = CH3 – CH – CH3 B = CH3 CH2 C = CH3 – CH 2
–
D = :CH2 (methylene Carbene) E = CH3 – C  C
+
6. B < A < C < D , In the addition of H , carbocation is the intermediate, more the stable carbocation
+
more will be the reactivity of Alkene towards H .
SINGLE CORRECT
1. C 2. C 3. D
DAY-41
STABIWLITY OF CARBOCATIONS, BENZYL CARBOCATIONS
SUBJECTIVE
1. (a) is more stable, more number of hyper conjugative structures.
2. (A) II (B) II (C) I

3. B
4.
5.
Cl CH3
CH3
H3C Br (B) Ph - CH Cl - CH 3 (C) (D) C 6H 5 - CH 2 - Br
(A)
CH3
6. (a) I > II > III (b) I > III > II
7. (II)
SINGLE CORRECT
1. B
As allyl carbocation is more stable due to resonance
 
H2C  CH  C H2  H2 C  CH  CH2
2. D
 

H shift
H3 C  CH2  CH2  C H2   CH3  CH2  C H  CH3
10 20
As stability order is 2 > 1
ASSERTION-REASONING
1. A 2. A 3. A
DAY-42
STABILITY OF CARBANIONS, BENZYL CARBANIONS, SUBSTITUTED BENZYL CARBANIONS ETC
SUBJECTIVE
Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559
1. (A) III > II > I (B) III > IV > I > II
2. (A) III > II > I (B) III > IV > I > II

Due to resonance
3. III < IV < II < I (due to hyperconjugation and resonance)

–
4. a) CH3 – CH2 – CH2 b) C H2 –CO–CH3
– -
c) Ph – CH2 d) p-NO2-C6H4CH2
5.
CH2 CH CH C
C2H5
,
, , (increasing order of stability)
6. III > II > I
7. (A) 1 > 3 > 2 (B) 2 > 1 > 3
SINGLE CORRECT
1. B
O O
CH2 C H H2C C H
ASSERTION-REASONING
1. B 2. B 3. A 4. A
MATCH THE FOLLOWING
1. A  q, s ; B  p, s ; C  p, s ; D  r
DAY-43
ELECTROPHILES & NUCLEOPHILES, TAUTOMERISM – ACID CATALYZED & BASE CATALYZED
SINGLE CORRECT
1. C
group (or) -NO2
Compounds containing –H’s attached to polar exhibit tautomerism.
O
MULTI CORRECT
1. A, B, C 2. A 3. B, D 4. B, C, D 5. A, C, D
6. A, D 7. A, C 8. A 9. A, B, C 10. BC
Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559
ASSERTION-REASONING
1. D 2. B 3. B 4. B
MATCH THE FOLLOWING
1. As;Bq;Cp;Dr
2. A  s ; B  r ; C  q; D  p
3. A  p, r; B  q, r ; C  p, s ; D  q, s
Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559
DAY-44, 45
FACTORS AFFECTING ENOL CONTENT – NATURE OF SUBSTRATE, NATURE OF SOLVENT, STERIC

FACTOR
SUBJECTIVE
1.
(i)
(ii)
2.
OH
OH OH
(a) H3C C CH COOC 2H5 (b) C CH2 (c)
HO OH
3. (a) C6H5C(OH)=CH2 (b) CH3C(OH)=CH2

N OH
(c) CH3(CO)–CH=CH2 (d)
4. (a) Tautomers (b) identical

(c) Resonance (d) Ring – chain isomer
(e) resonating structures (f) identical
5. The tautomeric structures are:

OH
OH
(b) (c) NH
(a)
N
6.
N OH
7. I. functional isomer II. Tautomer III. Geometrical isomer
Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559
MULTI CORRECT
1. BCD 2. D 3. A 4. ACD 5. BCD
6. A 7. D
ASSERTION-REASONING
1. A 2. A
MATCH THE FOLLOWING
1. As;Bq;Cp;Dr
Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559
ANSWERS
ALKANES
DAY-46
SUBJECTIVE
1.
Cl
2.
D
A B
3. Br –CH2–CH2–CH2–CH2–CH2–CH2–Br
4. Three
SINGLE CORRECT
1. D
MULTI CORRECT
1. BCD 2. ABC
DAY-47
SUBJECTIVE
1. C2H5Cl + 2Li  C2H5Li + LiCl

2C2H5Li + CuI  (C2H5)2LiCu + LiI
(C2H5)2 LiCu + C2H5Cl  C2H5 – C2H5 + C2H5Cu + LiCl
iLi  CH  CHCH Br
iiCuI  3 2
2. (a) (CH3)2CHBr    CH CH CuLi 
3 2 2
  CH3 2 CH  CH2  CH   CH3 2

2
A B
(b) C– is [CH3CH2 C(CH3)2]2 Cu Li
D – is CH3CH3–C(CH3)2–CH2CH3
3. Alkane is CH3–CH(CH3)–CH2–CH2–CH3
5 Alkyl halides are (1) CH2Cl – CH(CH3)–CH2–CH2–CH3
Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559
CH3
(2) CH C CH2 CH2 CH3
3
Cl
(3) CH3–CH(CH3)–CH(Cl) – CH2–CH3
(4) CH3–CH(CH3)–CH2–CH(Cl)–CH3
(5) CH3–CH(CH3)–CH2–CH2–CH2Cl
SINGLE CORRECT
1. B 2. A 3. B
MULTI CORRECT
1. A, C, D
DAY-48,49
SUBJECTIVE
CH3
NaOH/CaO
CH 3 CH COOH CH 3CH 2CH3
1.
2. LiAlD 4
Br   D
Mg/Dry Ether
D2O
MgBr
SINGLE CORRECT
1. C 2. B 3. B 4. A 5. C 6. D
MULTI CORRECT
1. B, C, D
DAY-50
SUBJECTIVE
1. 2 methyl pentane < 2, 3 dimethyl pentane < n – hexane < n – heptane
2. neopentane < n – pentane < 3 methyl petane < n – hexane

4 x 3.8
3. % of CH3 – CHCl – CH2 – CH3 = x100 = 71.6%
4 x 3.8  6 x1
6 x1
% of CH3 – CH2 – CH2 – CH2Cl = x100 = 28.3%
4 x 3.8  6 x1
Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559
4. CH3 – CH2 – CHCl2, CH3 – CCl2 – CH3 , CH3 – CHCl – CH2Cl, CH2Cl – CH2 – CH2Cl
5. Ph CH CH3
Cl
6. Cl Cl
A- CH3 C CH3 B- CH2 CH2 CH2 Cl
Cl
Cl
C- CH2 CH CH3 D- Cl CH CH2 CH3
Cl Cl
DAY-51
SUBJECTIVE
1. II
2. (A) 3
(B) The isomer of pentane which gives only one chlorinated (mono) product is
CH3
H 3C C CH3 (neopentane)
CH3
CH3 CH3
(C) (i) (ii) H3C C C CH3
CH3 CH3
CH3
(iii) H3C CH3

CH3
3. CH3-CH(CH3)-CH2-CH3 has 9 primary hydrogens, 2 sec. hydrogens and a tertiary hydrogen.

0
The relative amount of 1 -halide = 9 x 1 = 9
0
The relative amount of 2 -halide = 2 x 3.8 = 7.6
0
The relative amount of 3 -halide = 1 x 5 = 5
0 9
 % of 1 -halide = x 100 = 41.67
21.6
0 7.6
% of 2 -halide = x 100 = 35.18
21.6
0 5
% of 3 -halide = x 100 = 23.15
21.6
SINGLE CORRECT
1. C 2. B 3. C 4. A 5. C
Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559
DAY-52
SUBJECTIVE
CH2 CH3
H3C H3C
1.
H CH3 H CH3
,
2. E 2 < E3 < E1
3. H H
A - CH3 C C CH C C CH3 (optically active)

CH3 (cis)
H H H H
B - CH 3 C C CH C C CH3 (optically inactive)

CH3
H H H
C - CH3 C C CH C C CH3 (optically active)

H CH3
Ozonolysis products of ‘B’ are 2CH3CHO + OHC–CH(CH3)–CHO
SINGLE CORRECT
1. B 2. A
Hyderabad Centers
Ph: 040–66777001 Ph: 040–66464102 Ph: 040–66757890 Ph: 040–48533211 Ph: 040–48565559

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PH-3_WB_ADV_CHEMISTRY

6. Al = +3, Ga = +3, In = +3, Tl = +1

7. (i) Boron (ii) Boron (iii) Boron (iv) Thallium

8. Due to partial hydrolysis of Boron halides in moist air .

9. Aluminium reacts with sodium carbonate to give soluble meta aluminates..

10. a) Due to boron’s polymeric structure of icosahedral molecules.

12. 2Al + 3H2SO4(dil)  Al2(SO4)3 + 3H2

6. BBr3 > BCl3 > BF3

7. Due to back bonding in BCl3

2H3BO3  B2O3  3H2O

10. Ca2B6O11  2Na2CO3  2CaCO3  Na2B4 O7  2NaBO2

4NaBO2  CO2  Na2CO3  Na2B4O7

5. Na2B4O7 + H2SO4 + H2O  Na 2SO 4  4H3BO3

7. One of its p-orbital remains empty.

9. Boron a nonmetal, Aluminium amphoteric metal and Thallium metal

14. 12F 12F  12e 

15. Al2O3 + 2NaOH  2NaAlO2 + H2O

17. 2Al + Fe2O3  2Fe + Al2O3 + Heat

5. isobutane < n – butane < n – butyl chloride < n – butanol

MATCH THE FOLLOWING

4. 2, 2-Dimethyl-5-(1’, 1’, 2’ – trimethylpropyl) nonane.

1. ACD 2. AB 3. ABC 4. ABD 5. ABD

IUPAC NOMENCLATURE OF COMPOUNDS CONTAINING TWO OR MORE THAN TWO FUNCTIONAL

1. i) 5-Ethyl-4,4-dimethyloctane ii) N-(1”-methylpropyl) butan–2–amine

4. (i) 4- [1’- methylpropyl ]- 3 -methylheptane

5. (i) 1- chloro- 5- methyl- 2-hexanone (ii) 3- methyl- 3 -cyclopropylbutanal

6. (i) Propanoic anhydride (ii) 4-ethylhex- 4-ene -2-ol

7. (i) N – Phenyl Cyclohexane carboxamide. (ii) Bicyclo [ 3, 3, 0] octane.

CH3 CH3 CH2 CH CH2 CH3

c) H3C C CH2Br (d) H3C CH2 CH2 CH CH CH3

CH3 CH3 CH3

STRUCTURAL ISOMERISM – CHAIN, POSITION AND FUNCTIONAL ISOMERISM

H3C O CH3 ethoxy ethane

2. i) C6H5 – CH2 – OCH3 ii) CH3NH CH2CH2CH3 (iii) H3C CH NH CH2CH3

4. i) Functional ii) metamerism iii) position iv) tautomerism

5. (a) CH3 – CH = CH – CH3 , position

1. Staggered > Gauche > Eclipsed

Mole–fraction of anti form = 0.82

STABILITY OF CYCLOHEXANE – BAEYER’S STRAIN THEORY

CONFORMATIONAL ISOMERISM IN CYCLOHEXANE & INTRODUCTION TO CONFORMATIONAL

Trans equitorial form is more stable.

Match the following

GEOMETRICAL ISOMERISM AROUND C = C, C = N, N = N AND IN CYCLIC COMPOUNDS

PROPERTIES OF GEOMETRICAL ISOMERS AND CALCULATIONS OF NUMBER OF GEOMETRICAL

1. I. 4 II. 3 III. 2 IV. 16

H3C (trans) (cis)

MATCH THE FOLLOWING

CHIRAL C & CHIRALITY, ACHIRALITY, ENANTIOMERS AND DIASTEREOMERS, STEREOCENTRE

1. I and III are enantiomers I ad II, II and III are diasteriomers.

1. A-p; B-r; C-q; D-r

MESO FORM AND DISCUSSION OF PLANE OF SYMMETRY

1. (A) 2, Geometrical (B) 2, Geometrical; 2, optical

CH2OH CH2OH CH2OH

CH2OH CH2OH CH2OH

3. (a) enantiomer (b) geometrical isomers and diastereomers (c) enantiomer

CH3 CH3 CH3

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

MATCH THE FOLLOWING

OPTICAL ISOMERISM IN ALLENES, BIPHENYLS, SPIRO COMPOUNDS, CYCLO ALKYLIDENES AND

1. Yes, these exist as a pair of enantiomers.

1. (i) E (ii) E (iii) Z (iv) E (v) E (vi) E

Br (d) H3C CH CH CH2

3. (a) Geometrical (b) Geometrical (c) Optical (d) Optical