NARAYANA IIT ACADEMY

INDIA

CHEMISTRY-ASSIGNMENT-5
ORGANIC CHEMISTRY, POLYMERS & BIOMOLECULES
Sec: Sr.IIT-IZ & NIZ-COSPARK
PONGAL WORKSHEET

MULTIPLE CHOICE QUESTIONS

1.

Which of the following compounds will not show steric inhibition of resonance ?

A)
2.

B)

C)

D)

Identify the cations which are less table than:

CH 2

CH 2

A)
3.

CH 2

CH 2

B)

C)

D)

Which of the following compounds would be optically inactive ?

F

A) H 2C C CH 2

B)
CH 3
H
CH3

C) H 3C CH C CH CH 3
4.

OH
H
OH

D)

Which of the following will show optical isomerism ?

Br
H

Cl

CH 3

A)

B)

H 3C

CH 3

Cl Br
H 3C

C)

HO3 S SO3 H

D)

Cl

C C C C C
OH

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5.

Sr.IIT-IZ & NIZ-COSPARK_PONGAL WORKSHEET

Which of the following reactions give meso product ?

H 3C

C=C

A)

CH 3

H 3C

B)

CH 3
C C

Cold KMnO

H
Cold KMnO4

C C

CH 3

C)
6.

H 3C

Br2 ,CCl4

Br ,CCl

2
4

D)

Which of the following products will form by given reactions ?

NBS

hv

A)

Br

B) HBr

Br

C)

D)

Br

Br

1.H C C CH

Mg / ether
NBS
O3
2
3
3

B
C

D
E F

Zn H 2O
2. H 3 O 3.

7.

Ag O moist

OH

Br

A)Product C is

B)Product D is
O

OH

C=O
C) Product E is H
8.

D) Product F is

In which product formation takes place according to Hofmanns rule ?

Me3COK

CH3CH 2OK

A)

Br

B)

Br

C)

OH

CHEMISTRY ASSIGNMENT-5

CH3CH2OK

D)

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9.

Sr.IIT-IZ & NIZ-COSPARK_PONGAL WORKSHEET

Which of the following ethers will get hydrolysed by HI ?

O

A)

B)
O

C)
10.

CH 3

D)

Compounds A, B and C are isomeric alcohols with formula C5 H12O . A on oxidation

gives ketone, B gives acid while C is not oxidized, A gives test with I 2 / NaOH . The
three isomeric alcohols react with HBr with decreasing rates C A B . Identiy A
and B.

OH
A)

A is

OH

A is

CH 3

OH

B)

C)

B is

B is
D)

OH

CH 3
Ph C OH

11.

The synthesis of

C2 H 5

can be achieved by:

H / H 2O
A PhMgBr+CH3 C C2 H 5

O
H / H 2O

B C2H5MgBr+Ph C CH3
O

H /H O

2
CH3MgBr+Ph C CH 2CH 3

H /H O

2
PhMgBr+CH3 C Cl

CHEMISTRY ASSIGNMENT-5

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Sr.IIT-IZ & NIZ-COSPARK_PONGAL WORKSHEET

H3 O
H3CMgBr
H3 O
MgBr
A
B
C

12.

Product C is:

OH

A)

H 3C

B)

HO

OH

C)

D)

CH3 C
13.

Which of the following compounds will react faster than

with

CH 3MgBr ?
O

B) CH 3 C H

A)
14.

O
..
C) CH 3 C NH 2 D) CH 3 C Cl

Which of the following carboxylic acids do not undergo decarboxylation simply on

heating ?

A) F3C C OH

O
B) H 2C=CH - C - OH C)

O
OH

D)

O
O

15.

SOCl

AlCl

Zn-Hg
3
2
Y

X
Z
HCl

CH 2
COOH

Y is
X is

A)

Cl - C = O

B)

OH

D)

Z is
Z is

C)

CHEMISTRY ASSIGNMENT-5

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16.

Sr.IIT-IZ & NIZ-COSPARK_PONGAL WORKSHEET

An ester A of the formula C5 H 8O2 on acidic, hydrolysis gives an acid B, which

reduces Tollens reagent and an alcohol C, which gives iodoform test. Ester A can
also be converted into alcohol B by reaction with excess of Grignard reagent D.

A is H - C - O - CH
O

A)

CH 3

B is H - C - OH

CH 3

B)
CH 3

C is HO - CH

C)
17.

D) D is C2 H5 MgBr

CH 3

Which of the following give nitrosoamine on treatment with HNO 2 ?

H 3C CH NH 2
A)
18.

CH 3

B)

CH3

C)

D)

The structural form of a compound A C6 H11N is resolvable, dissolve in dil.HCl and

reacts with HNO3 . Compound A would be:
NH CH 3

NH 2

A)

B)

NHCH 3
NH CH3

C)
19.

Which of the following cations are more stable than benzyl cation ?

CH 2

A) : NH 2
20.

D)

B)

CH 2

C)

CH 2

CH 3

D)

CH 2

OCH 3

Which of the following reactins give alkylation product ?

OH
H

A)

B)
O

C)

AlCl3
CH 3COCl

CHEMISTRY ASSIGNMENT-5

AlCl

D)

Me3 C Cl

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21.

Sr.IIT-IZ & NIZ-COSPARK_PONGAL WORKSHEET

Find the correct statements regarding the methyl glucosides obtained by the reaction
of D Glucose with methanol in presence of dry HCl gas.
A) These are methyl etiehr of hemiacetal of glucose formed by intramolecular reaction
B) These are enantiomers

C) These are anomers

D) In one of these all the substituents are equatorial.

22.

When fructose treated with Tollens reagent, silver mirror is formed due to reduction
of Ag by:

23.

A)fructose itself

B) glucose formed by isomerisation

C)mannose formed by isomerisation

D) galactose formed by isomerisation

Which of the following are reducing sugar ?

OH

OH

OH

O
OH
HO

OH

OH
HO

OH

OH
HO

A)

OH
OH

OH
OH

OH

B)

OH

CHOH 3
HO

C)
24.

OH

OH
HO

OH
OH
OH

OH

D)

Which of the following compounds give positive test with Tollens reagent ?
O

A) H - C - OH

C)

OH

B)
O

CH3 CH OC 2 H 5
25.

OH

D) CH 3 C H

OH

Which of the following compounds will give isocyanide on reaction with

CHCl3 KOH ?

A)

NH 2

CHEMISTRY ASSIGNMENT-5

B)

N
|
H

C)

NH 2

D)

NH 2

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