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Chem Amine test

The document outlines a chemistry test with a total of 50 marks, covering topics such as the acetylation of aniline, reactions of primary amines, identification of compounds, and basicity comparisons. It includes specific questions on chemical conversions, structural identification, and explanations of basicity differences among amines. The answers provide detailed chemical reasoning and identification of various compounds involved in the reactions.

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8 views

Chem Amine test

The document outlines a chemistry test with a total of 50 marks, covering topics such as the acetylation of aniline, reactions of primary amines, identification of compounds, and basicity comparisons. It includes specific questions on chemical conversions, structural identification, and explanations of basicity differences among amines. The answers provide detailed chemical reasoning and identification of various compounds involved in the reactions.

Uploaded by

anusreeea4
Copyright
© © All Rights Reserved
We take content rights seriously. If you suspect this is your content, claim it here.
Available Formats
Download as PDF, TXT or read online on Scribd
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Chemistry Test Max Marks: 50

1. Why is the NH2 group of aniline acetylated before carrying out nitration? 3

2. A primary amine, RNH2 can be reacted with CH3-X


X to get secondary amine, R-
R
NHCH3 but the only disadvantage is that 3º amine and quaternary ammonium salts
are also obtained as side products. Can you suggest a method where RNH 2 forms
only 2º amine? 2
3. Identify A and B in the following reaction.

2
4. Write following conversions: (i) nitrobenzene → acetanilide
(ii) acetanilide → p-nitroaniline 4

5. A colourless substance ‘A’ (C6H7N) is sparingly soluble in water and gives a water-soluble
water
compound ‘B’ on treatment with mineral acid. On reacting with CHCI 3 and alcoholic
potash, ‘A’ produces
uces an obnoxious smell due to compound ‘C’ formation. The reaction of
‘A’ with benzene sulphonyl chloride gives compound ‘D’, which is soluble in alkali. With
NaNO2 and HCI, ‘A’ forms compound ‘E’, which reacts with phenol in an alkaline medium
to give’ F’’ orange dye. Identify compounds ‘A’ to ‘F’. 12
6. A compound Z with molecular formula C 3H9N reacts with C6H5SO2Cl to give a
solid, insoluble in alkali. Identify Z. 4
7. Arrange the following compounds in an increasing order of basic strengths in their
aqueous solutions : NH3, CH3NH2, (CH3)2NH, (CH3)3N . why? 4
8. Give the IUPAC name of (a). H2N — CH2—CH2—CH = CH2

(b). 4

9. Write the structure of n


n-methylethanamine. 2
10. Identify A and B in each of the following processes : 4

11. How would you account for the following :


(a) Aniline is a weaker base than cyclohexyl amine.
(b) Methylamine in aqueous medium gives reddish
reddish-brown
brown precipitate with FeCl3. 4
12. Give the chemical tests to distinguish between the following pairs of compounds :
(i) Methylamine and Dimethylamine 5
Answers
1. NH2 group of aniline is acetylated first so that controlled nitration can occur at the para position. If
the NH2 group of aniline is not acetylated, then a mixture of ortho, meta and para products will form.

2. Carbylamine reaction is shown by 1° amine only, which replaces two hydrogen atoms
attached to the nitrogen atom of the NH2 group with one carbon atom. The isocyanide will
give a secondary amine with one methyl group on catalytic reduction.

3.

4.

5.

A = Aniline B = Anilinium chloride


C = Benzeneisonitrile D = N-phenylbenzenesulphonamide E = Benzenediazonium chloride
F = 4-hydroxyazobenzene
6. C3H9N reacts with C6H5SO2Cl or Hinsberg’s reagent to give a solid, insoluble in alkali,
which means that C3H9N is a secondary amine. The product obtained in this reaction has
no replaceable hydrogen attached to the nitrogen atom of the amine group.

Thus the structure of the given amine is:

7. Basicity order (due to stability of ammonium cation) (CH3)2 NH > CH3NH2 > (CH3)3 N >
NH3
8. But-3-ene-1-amine , 2, 4, 6-Tribromoaniline
9. H3C—H2C—NH—CH2
10.

11. (a) In aniline, the lone pair of electrons on the N-atom is delocalised over the benzene ring. As a
result, the electron density on the nitrogen decreases.
But in cyclohexylamine, the lone pair of electrons on N-atom is readily available due to absence of
reelections. Hence aniline is weaker base than cyclohexylamine.
(b) Methylamine being more basic than H2O, it accepts a proton from water liberating OH– ions.

12. By Carbylamine test: Methylamine being a primary amine gives this test but Dimethylamine being
a secondary amine does not.

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