CHEMISTRY

JEE ADVANCED SAMPLE PAPER

Chapter 30. Organic Compounds Containing Nitrogen

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1. The compound which on reaction with aqueous nitrous acid at low temperature produces an oily
nitrosoamine is:
(a) methylamine
(b) ethylamine
(c) triethylamine
(d) diethylamine

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 JEE Advanced Sample Paper – 30. Organic Compounds Containing Nitrogen

2. The correct increasing order of basic strengths in, CH3CH2CN, CH3CH2NH2, CH3N〓CHCH3 is:
(a) CH3N〓CHCH3, CH3CH2NH2, CH3CH2CN is:
(b) CH3CH2NH2, CH3N〓CHCH3, CH3CH2CN
(c) CH3CH2CN, CH3N〓CHCH3, CH3CH2NH2
(d) CH3CH2CN, CH3CH2NH2, CH3N〓CHCH3

3. The boiling points of amines and their corresponding alcohols and acids vary in the order;
(a) RCH2NH2 > RCOOH > RCH2OH
(b) RCH2NH2 > RCH2OH > RCOOH
(c) RCH2NH2 < RCOOH < RCH2OH
(d) RCH2NH2 < RCH2OH2 < RCOOH

4. By passing the mixture of the vapours of alcohol and excess of ammonia over heated alumina
at 350oC, the main product obtained is:
(a) primary amine
(b) secondary amine
(c) tertiary amine
(d) a mixture of pri., sec. and tert. amines

5. Among following the weakest base is:

(a) C6H5CH2NH2
(b) C6H5CH2NHCH3
(c) O2N―CH2NH2
(d) CH3NHCHO

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 JEE Advanced Sample Paper – 30. Organic Compounds Containing Nitrogen

6. Ethyl chloride on heating with AgCN forms a compound (X). The functional isomer of (X) is:
(a) C2H5NC
(b) C2H5NH2
(c) C2H5CN
(d) none of these

7. An aliphatic amine on treatment with alcoholic carbon disulphide and mercuric chloride forms
ethyl isothiocyanate, the reaction is known as:
(a) Hofmann’s reaction
(b) Hofmann’s rearrangement
(c) Hofmann’s musturd oil reaction
(d) Hofmann’s bromamide degradation reaction

8. A mixture of three amines (pri., sec. and tert.) can be prepared by:
(a) Hofmann’s bromamide reaction
(b) the reduction of nitroalkanes, cyanides and oximes
(c) ammonolysis of alkylhalides
(d) ammonolysis of alcohols

9. C4H11N(X)+HNO2→C4H10O(3oalcohol) hence, (X) will give:

(a) Carbylamine reaction
(b) Hofmann’s mustard oil reaction
(c) Diazonium salt (as the intermediate)
(d) Hofmann’s bromamide reaction

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 JEE Advanced Sample Paper – 30. Organic Compounds Containing Nitrogen

Passage
10. Amines are basic compounds. They act as Lewis base due to the presence of lone pair of
electrons at nitrogen.
H H

R N: B F

H F
Lewis base Lewis acid
Amines also behave as Arrhenius base as well as Bronsted base
CH3―NH2 + HOH ⇌ CH3―NH+3 + OH–
CH3―NH2 + H+Cl– ⇌ CH3―NH+3 + Cl–
Basic character of amines depends on the factor like inductive effect, steric hindrance and
resonance. Alkyl groups and electron releasing groups hence these groups increase the electron
density at nitrogen as well as the basic character of amines. Basic character of tertiary amines is
reduce due to the steric hindrance of three alkyl groups. Experimentally it is observed that
stronger bases have smaller values of pKb (greater values of Kb).

Answer the following questions:

I. Which among the following is the most basic in gas phase?
(a) NH3
(b) CH3―NH2
(c) (CH3)2NH
(d) (CH3)3N

II. Which among the following is the most basic in aqueous medium ?
(a) NH3
(b) CH3―NH2
(c) (CH3)2NH
(d) (CH3)3N

III. Which among the following factors influence the basicity of amines?
I―the inductive effect of alkyl group
II―the polar effect
III―the resonance
(a) I, II
(b) I, III
(c) II, III
(d) I, II, III

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 JEE Advanced Sample Paper – 30. Organic Compounds Containing Nitrogen

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 JEE Advanced Sample Paper – 30. Organic Compounds Containing Nitrogen

Answer Keys

Q1 Q2 Q3 Q4 Q5
(d) (c) (d) (a) (c)

Q6 Q7 Q8 Q9 Q10
(c) (c) (c), (d) (a), (b), (c) Ⅰ. (d)
Ⅱ. (c)
Ⅲ. (d)

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