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Organic Chemistry

151

Section - B : Linked Comprehension Type


C1. 1. Answer (4)
If there is no H, Tautomerism is not possible
2. Answer (2)
It is most stable enol.
3. Answer (4)
It can form most stable enol.
C2. 1. Answer (2)
CuSO4 is used as a catalyst.
2. Answer (2)
%N =
2a.

1 . 4 Na ( V v )
, where V and v are volumes of acid and base respectively.
W

Answer (4)

%N

(AIEEE 2010)

1.4 NV
W

1.4 0.1 (20 15)


29.5 10

700
23.7
29.5

3. Answer (1)
Nitro group, azo group cannot give Kjeldahls test.
C3. 1. Answer (1)
In Ist, inductive, electromeric, resonance and hyperconjugation may present
2. Answer (4)
Due to R and I effect
3. Answer (1)
Due to +I effect
C4. 1. Answer (1)
Less is the pKa, more is the acidic.
2. Answer (2)
Chlorine atom decreases negative charge of molecule
3. Answer (3)
The order of acidity of alcohol is 1 > 2 > 3.
C5. 1. Answer (2)
2. Answer (1)
Percentage of (+) form
=

6.76
100 50
13.52

3. Answer (3)
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152

Organic Chemistry

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C6. 1. Answer (1)


Br

Peroxide
Free radical
mechanism

+ HBr

2. Answer (4)
OH
OH

dil KMnO4
Cold

CH2OH

Conc.
H2SO4

3. Answer (3)

+ CHBr3

NaOH
50%

Br

Br

C7. 1. Answer (1)


H2

A1, A2, A3

CH 3

CH

CH2

CH3

CH3

A1 & A2 both on oxymercuration demercuration gives 3 alcohol.


A1 & A2 have

CH3
CH3

or (CH2 C ) group
|

A1 is CH3

CH

CH3

CH3
2. Answer (2)
A2 & A3 both gives 1 alcohol it indicates both have (CH2 =)
grouping at the terminal position. Therefore A2 is CH3

CH2 C

CH2

CH3

CH3

CH2

CH2

CH3

Hydroboration
Oxidation

CH3

CH2

CH

CH2

OH

CH3
(X)

(A2)
3. Answer (3)
A3 is the isomer of A1 and A2.
A3 is CH3

CH

CH

CH2

CH3
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Success Achiever (Solutions)

Organic Chemistry

153

C8. 1. Answer (1)


2. Answer (2)
3. Answer (3)
C32H44
Index of hydrogen deficiency

HN
44
= 32 + 1
= 33 22 = 11
2
2

A = (C + 1)

Because, it absorbs one mole of H2 under the presence of P-2 catalyst, therefore, it has one triple bond.
C9. 1. Answer (2)
Due to presence of some acidic gas in atmosphere.
2. Answer (1)
N2O is neutral.
3. Answer (4)
Fact
C10. 1. Answer (1)

I
s

FeX 3
+ I Cl

+ HCl

2. Answer (4)
We cannot prepare iodobenzene and Flourobenzene by this method.
3. Answer (2)
Halogen act as deactivating group because of I effect.
C11. 1. Answer (3)
As the order of leaving group is I > Br > Cl
2. Answer (2)

CH3CH2CH2Br + CN
SN2 DMF

CH3CH2CH2CN + Br
3. Answer (1)
The dielectric constant of H2O = 80, HCOOH = 59, CH3OH = 33 and CH3COOH = 6
C12. 1. Answer (4)
With 3 alkyl halide elimination is favoured by CN.
2. Answer (1)
RX + AgNO2 RNO2 + AgX
3. Answer (1)
In polar protic solvent, SN1 mechanism is favoured and in this mechanism, more electronegative atom
attack.
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154

Organic Chemistry

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CH3
CH3
|

C13. CH3CO + CBr


|
CH3 H H
1.

Answer (2)

2.

Answer (3)

SN

CH3
|
CH3COC2H5
|
CH3

RO act as nucliophile.
3.

Answer (4)

CH2OH

C14.

CHO
CHO
CH2Cl

CH2

1. Answer (3)
2. Answer (3)
3. Answer (2)
R OH + PCl5 R Cl + HCl + POCl3

O H
|| |
C15. RCCH + OH
I
H

H2O

O
||
RCCH2 + I I

O
||

RCCH2I + I
I2/NaOH
O
||
RCCI3

1.

Answer (1)

2.

Answer (3)

3.

Answer (1)

CH3
C16.

CH3

OH

CH2

CH3

CH2

CH2

CHO

CH2

OH

CH3 CH

1. Answer (2)

(CH2)4
CHO

Aldehyde is protected
2. Answer (4)
It has no OH group
3. Answer (3)
Five membered ring is more stable in condensation.
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C17. RCH

Organic Chemistry

H
|
+
RCHCH2BH
|
H

CH2 + BH3

+
RCHCH2BH2

RCH2CH2BH2

+
1.

Answer (1)

2.

Answer (4)

3.

Answer (2)

C18. C 2H 5NO 2

H2/Ni

(A)

155

C2H5NH2

CHCl3/KOH

(B)

(Na)

C2H5NC
(C)

1. Answer (4)
Both form C2H5NH2 and B form C3H7NH2
2. Answer (1)
C2H5CN is functional isomer of (C)
3. Answer (4)
AgNO2

C2H5Cl

C2H5NO2
NH2

NO2
NH4SH

C19.

N2Cl
NaNO 2/HCl

Boiling

cold

NO2

NO2
CH3
(A)

CH3

OH

NO2
CH3
(B)

NH2

NH2
CH3
(D)

NO2
CH3
(C)

N2Cl
C2H5OH

NaNO2/HCl

Sn/HCl

H2O

Cold

N2Cl
CH3
(E)

CH3
(F)

1. Answer (3)

CH3
NO2

OH
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156

Organic Chemistry

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2. Answer (1)

CH3

COOH
KMnO

3. Answer (4)
A and D are aniline derivates therefore no Friedel Craft alkylation is possible.

CH3

CH3

C20.

CH3

(1) Sn/HCl
(2) NaNO2/HCl

(1) Zn dust

(3) H2O/boiling

(2) Na/NH3(lq)

NO2
(A)

OH
(B)

(3-methylcyclohexene)
(C)
CH3
CH3

PCl5

KNH2

Cl

NH2
(due to benzyne
mechanism)

1. Answer (3)

CH3

NO2
2. Answer (4)
All are correct statement.
3. Answer (2)
See above solution.
C21. 1. Answer (4)

CH2OH
HO
HO

OH *
OH
M.P. = 146C
-D-glucose

[]D25 112
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Success Achiever (Solutions)

Organic Chemistry

157

2. Answer (4)
3. Answer (1)

CH2OH
HO
HO

O
OH

HO

-D-glucose
M.P. = 150C

[]D25 18.7
C22. 1. Answer (2)
Polystyrene is an addition polymer of styrene.
2. Answer (1)
Vinyl chloride polymerises by anionic mechanism.
3. Answer (1)
Glyptal is a condensation polymer.
C23. 1. Answer (2)
Since DNA is double stranded and complementary bases resist changes, so more suitable.
2. Answer (2)
There are ten base pairs in one helix separated by 0.34 nm apart.
3. Answer (2)
tRNA (Transfer RNA) has recognition site for picking up appropriate amino acid at the time of protein
synthesis.
C24. 1. Answer (1)
ABS Alkyl benzene sulphonates
+

Ex. Na O3 S

(CH2)11 CH3

Sod-p-dodecyl benzenesulphonate
Anionic Larger part should be anion.
2. Answer (2)

[CH3 ( CH2)16 CH2 N (CH3)3] Br


Trimethylstearyl ammonium bromide larger part is cation.
3. Answer (3)
Lauryl alcohol ethoxylate [CH3(CH2)10CH2(OCH2CH2)8OH] is
Non-ionic detergent.
C25. 1. Answer (2)
B is secondary alcohol and secondary alcohol gives Pseudo nitrol.
2. Answer (1)
D is nitrolic acid which is blood red coloured.
3. Answer (3)
C is tertiary alcohol.
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158

Organic Chemistry

Success Achiever (Solutions)

C26. 1. Answer (2)


SO2 gas gives green solution of Cr2(SO4)3 with acidified K2Cr2O7.
2. Answer (2)
Conc . HCl

PbCl2 + H2S
PbS

3. Answer (1)
PbS +

3
O PbO + SO2
2 2

C27. 1. Answer (1)

C6H5 CH CH2 CH2 CH CH CH2


25%

75%

2. Answer (2)

CH3
n CH2 = C CH = CH2

1, 4 addition

3. Answer (4)

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