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AMINES - QN

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AMINES - QN

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Spook
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AMINES – QUESTIONS

1. Acid anhydride on reaction with primary amines give:


(a) Amide (b) Imide (c) Secondary amine (d) Imine

2. The compound C5H13N is optically active and reacts with HONO to give C5H11OH.
The compound is:
(a) N-Methylbutanamine (b) 2-Aminopentane
(c) 1-Aminopentane (d) N,N-Dimethylpropanamine
3. Aniline is treated with NaNO₂/HCl at 0°C to give compound 'X' which on treatment
with cuprous cyanide gives another compound 'Y'. When compound 'Y' is treated
with H₂/Ni compound 'Z' is obtained. The compound 'Z' is:
(a) Benzyl alcohol (b) N-Ethylaniline (c) Phenol (d) Benzyl amine
4. Aniline is treated with bromine water to give an organic compound ‘X’ which when
treated with NaNO2 and HCl at 0°C gives a water soluble compound ‘Y’. Compound
‘Y’ on treatment with Cu2Cl2 and HCl gives compound ‘Z’. The compound ‘Z’ is:
(a) o-Bromochlorobenzene (b) p-Bromochlorobenzene
(c) 2,4,6-Tribromochlorobenzene (d) 2,4,6-Tribromophenol

5. Arrange the following in the increasing order of their basic strengths in aqueous
solution: CH₃NH₂, (CH₃)₂ NH, (CH₃)₃ N, NH₃
(a) NH₃ < (CH₃)₃N < CH₃NH₂ < (CH₃)₂ NH
(b) (CH ₃)₃ N < NH₃ < CH₃NH₂ < (CH₃)₂NH
(c) CH₃NH₂ < (CH₃)₂ NH < (CH₃)₃N < NH₃
(d) NH₃ < CH₃NH₂ < (CH₃ )₃N < (CH₃ )₂NH
6. Arrange the following in increasing order of their basic strength:

(i) C2H5NH2, C6H5NH2, NH3, C6H5CH2NH2 and (C2H5)2NH

(ii) C2H5NH2, (C2H5)2NH, (C2H5)3N, C6H5NH2

(iii) CH3NH2, (CH3)2NH, (CH3)3N, C6H5NH2, C6H5CH2NH2.

7. Give the structures of A, B and C in the following reactions :


8. (vii) Write IUPAC names of the isomers corresponding to the molecular formula,
C3H9N which will liberate nitrogen gas on treatment with nitrous acid.
(ii) Which isomer of C3H9N which does not react with Hinsberg’s reagent.
(iii) Write structures and IUPAC names of the amide which gives propanamine by
Hoffmann bromamide reaction.
(iv) Write the chemical reaction of methylamine with benzoyl chloride and write
the IUPAC name of the product obtained.
(v) Write chemical reaction of ethanamine with ethanoyl chloride and write the
IUPAC name of the product obtained.
9. Write structures and IUPAC names of:
(i) The amide which gives propanamine by Hoffmann bromamide reaction.
(ii) The alkyl halide used in Gabriel phthalimide synthesis to give ethanamine.
(iii) Amine obtained by reduction of propanamide.
(iv) The amine produced by the Hoffmann degradation of benzamide.
10. Arrange the following in increasing order of property specified:
(i) Aniline, ethanamine, 2-ethylethanamine (solubility in water)
(ii) Ethanoic acid, ethanamine, ethanol (boiling point)
(iii) Methanamine, N, N- dimethylmethanamine and N- methylmethanamine (basic
strength in aqueous phase)
11. (i) Give a chemical test to distinguish between N-methylethanamine and
N,N-dimethyl ethanamine.
(ii) Write the reaction for catalytic reduction of nitrobenzene followed by reaction of
product so formed with bromine water.
(iii) Out of butan-1-ol and butan-1-amine, which will be more soluble in water and
why?
12. An aromatic compound ‘A’ of molecular formula C7H7ON undergoes a series of
reactions as shown below. Write the structures of ‘A’, ‘B’, ‘C’, ‘D’ & ‘E’ in the
following reactions.
C7H7ON Br2 + KOH C6H5NH2 NaNO2 + HCl, 273K B CH3CH2OH C
A ↓CHCl3 + NaOH ↓KI
D E
13. An aromatic compound ‘A’ of molecular formula C7H7ON undergoes a series of
reactions as shown below. Write the structures of A, B, C, D and E in the following
reactions:

14. An optically inactive compound (A) having molecular formula C4H11N on treatment
with HNO2 gave an alcohol (B). (B) on heating at 440 K gave an alkene (C). (C) on
treatment with HBr gave an optically active compound (D) having molecular
formula C4H9Br. Identify A, B, C and D and write down their structural formulae.
Also write equations involved.
15. Convert:
(i) Ethanoic acid into methanamine
(ii) Ethanamine into methanamine
(iii) Ethanoic acid into propanoic acid
(iv) 4-Nitrotoluene to 2-bromobenzoic acid

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