Amines
28 JEE Main questions · Chemistry
Hofmann bromamide degradation
An organic compound (P) on treatment with aqueous ammonia under hot condition forms compound (Q) which on heating with and KOH forms compound (R) having molecular formula . Names of P, Q and R respectively are.- (1)Benzoic acid, benzamide, aniline
- (2)Toluic acid, methylbenzamide, 2-methylaniline
- (3)Benzoic acid, 4-methylbenzamide, 4-methylaniline.
- (4)Phenylethanoic acid, phenylethanamide, benzamine
We corrected a printing error in the original paper
Source printed “molecular formula ” (fits no option); corrected to the intended “” (aniline, source key (1)).
Aniline nitration via acetanilide
Consider the following reaction sequence
The percentage of nitrogen in product ‘T' formed is %. (Nearest integer)
(Given molar mass in g mol H:1, C:12, N:14, O:16)
We corrected a printing error in the original paper
Source printed the reagent over the third arrow as “(CHCO)”; corrected in the figure to acetic anhydride “(CHCO)O”.
Bromination and sandmeyer reaction
Consider the above sequence of reactions. The number of bromine atom(s) in the final product (P) will be:
- (1)1
- (2)6
- (3)5
- (4)3
Hofmann degradation and sandmeyer reaction
‘A' is a neutral organic compound (M. F : ). On treatment with aqueous /, ‘A' forms a compound ‘B' which is soluble in dilute acid. ‘B' on treatment with aqueous /HCl(0–5 C) produces a compound ‘C' which on treatment with CuCN/NaCN produces ‘D' Hydrolysis of ‘D' produces ‘E' which is also obtainable from the hydrolysis of ‘A'. ‘E' on treatment with acidified produces ‘F'. ‘F' contains two different types of hydrogen atoms. The structure of ‘A' is- (1)

- (2)

- (3)

- (4)

- (1)
Acylation and amide reduction
The final product [B] is :
- (1)

- (2)

- (3)

- (4)

- (1)
Benzoylation of aniline
The mass of benzanilide obtained from the benzoylation reaction of 5.8 g of aniline, if yield of product is 82%, is g (nearest integer).
(Given molar mass in g mol H:1, C:12, N:14, O:16)
Nitro reduction and acetanilide bromination
Consider the following sequence of reactions.
4-NitrotolueneAssuming that the reaction proceeds to completion, then 137 mg of 4-nitrotoluene will produce mg of B.
(Given molar mass in g mol H : 1, C : 12, N : 14, O : 16, Br : 80)
- (1)301
- (2)146
- (3)228
- (4)208
Hofmann bromamide and carbylamine reactions
Compound ‘P' undergoes the following sequence of reactions :‘P' is :
- (1)

- (2)

- (3)

- (4)

- (1)
Hofmann bromamide and deamination
Given below are two statements:
Statement I:
can be synthesized from
using simpler reagents in the order i) Acidic , ii) Ammonia, iii) Bromine and alkaliStatement II :
can be converted into
using reagents in the order (i) Bromine- (ii) /HCl (0-5 C) (iii) aq. .In the light of the above statements, choose the correct answer from the options given below
- (1)Both Statement I and Statement II are false
- (2)Statement I is true but Statement II is false
- (3)Both Statement I and Statement II are true
- (4)Statement I is false but Statement II is true
Carbylamine and hinsberg tests
A student has been given a compound “x” of molecular formula – . ‘x' is sparingly soluble in water. However, on addition of dilute mineral acid, ‘x' becomes soluble in water. ‘x' when treated with and KOH (alc.) ‘y' is produced. ‘y' has a specific unpleasant smell. On treatment with benzenesulphonyl chloride, ‘x' gives a compound ‘z' which is soluble in alkali. The number of different “H” atoms present in ‘z' is:-- (1)5
- (2)8
- (3)4
- (4)7
Diazonium salt stability
The correct stability order of the following diazonium salts is
- (1)A B C D
- (2)C D B A
- (3)A C D B
- (4)C A D B
Nitrile isocyanide hydrolysis and carbylamine
Given below are two statements :
Statement I : The dipole moment of is greater than and can undergo hydrolysis under acidic medium to produce

Statement II : hydrolyses under acidic medium to produce a compound which on treatment with , followed by the addition of gives another compound(x). This compound (x) on treatment with NaOCl/NaOH gives a product, that on treatment with /KOH/ produces
In the light of the above statements, choose the correct answer from the options given below :
- (1)Both Statement I and Statement II are false
- (2)Both Statement I and Statement II are true
- (3)Statement I is true but Statement II is false
- (4)Statement I is false but Statement II is true
Preparation and reactions of amines
Consider the following reactions giving major product. Identify the correct reaction.- (1)

- (2)

- (3)

- (4)

- (1)
Amine identification from percentage composition
A student performed analysis of aliphatic organic compound ‘X' which on analysis gave C , H , N .
This compound, on treatment with / produced another compound ‘Y' which did not contain any nitrogen atom. However, the compound ‘Y' upon controlled oxidation produced another compound ‘Z' that responded to iodoform test.
The structure of ‘X' is:
- (1)
- (2)

- (3)

- (4)

Hinsberg test for amines
Total number of alkali insoluble solid sulphonamides obtained by reaction of given amines with Hinsberg's reagent is ……… .
Aniline, N-Methylaniline, Methanamine, N, N-Dimethylmethanamine, N-Methyl methanamine, Phenylmethanamine, N-propylaniline, N-phenylaniline, N, N-Dimethylaniline, Allyl amine, Isopropyl amine
- (1)4
- (2)2
- (3)8
- (4)5
Azo coupling steric inhibition of resonance
Consider the three aromatic molecules (P, Q and R) whose structures have been given below :The correct order regarding the reactivity of these compounds with under optimum but slightly acidic medium is :
- (1)P Q R
- (2)R P Q
- (3)R Q P
- (4)P R Q
Diazonium replacement in aromatic sequence
Identify compounds A and E in the following reaction sequence.
- (1)

- (2)

- (3)

- (4)

- (1)
Acetylation and bromination of toluidine
Consider the following reaction sequence
When the product (P) is subjected to Carius analysis using , 1.0 g of the product (P) will produce g of the precipitate of AgBr. (Nearest integer)
(Given : molar mass in g mol C : 12, H : 1, O : 16, N : 14, Br : 80, Ag : 108)
We corrected a printing error in the original paper
Source printed “the following reactions sequence” and “(Nearest interger)”.
Diazonium salt reactions
Product C of the following reaction sequence will be
- (1)1-Bromo-4-nitrobenzene
- (2)1,3,5-Tribromo-2-nitrobenzene
- (3)4-Bromo-1-nitrobenzene
- (4)1,3,5-Tribromobenzene
Basicity of aromatic amines
The strongest conjugate acid will result from- (1)

- (2)

- (3)

- (4)

- (1)
Preparation of isocyanides
Benzyl isocyanide can be obtained from- (A)

- (B)

- (C)

- (D)

- (E)

- (1)A and B only
- (2)A and C only
- (3)B and D only
- (4)D and E only
- (A)
Basicity and preparation of amines
Identify the incorrect statements :- (A)
is a stronger base than 
- (B)
can be synthesized by Gabriel phthalimide synthesis. - (C)

- (D)

will dissolve in NaOH
- (1)A and D only
- (2)A and C only
- (3)B and C only
- (4)A and B only
- (A)
Hofmann bromamide and aniline nitration
Given below are two statements :
Statement-I : Heating benzamide with bromine in an ethanolic solution of sodium hydroxide will give benzylamine.
Statement-II : Nitration of aniline with / at 288 K produces m-nitroaniline in higher amount than o-nitroaniline (pH adjusted).
In the light of the above statements, choose the correct answer from the options given below :
- (1)Both Statement-I and Statement-II are true.
- (2)Both Statement-I and Statement-II are false.
- (3)Statement-I is true but Statement-II is false.
- (4)Statement-I is false but Statement-II is true.
Boiling point comparison
Arrange the following compounds according to increasing order of boiling points.
n- (A), n- (B), n- (C) and (D).
- (1)C B A D
- (2)D C B A
- (3)C D B A
- (4)D B A C
Diazoaminobenzene rearrangement nitrogen percentage
Consider the following sequence of reactions.
The percentage of nitrogen in the yellow product (X) formed is %.
(Nearest Integer)
(Given Molar mass in g mol H : 1, C : 12, N : 14)
Hofmann bromamide and diazonium reactions
Consider the following organic reaction sequence. Choose the final product (X) from the following (consider the major product in all intermediate reactions)
- (1)Benzene
- (2)Phenol
- (3)Propanol
- (4)Chlorobenzene
Hofmann bromamide and gabriel synthesis
The number of compounds from the following which can undergo reaction with /KOH/(alcoholic) to give respective products and these respective products can also be obtained separately by Gabriel phthalimide reaction is:
- (1)5
- (2)4
- (3)3
- (4)6
Hofmann bromamide degradation
Which statements are True?- (A)In Hoffmann bromamide degradation, 4 moles of NaOH and 2 moles of are consumed per mole of an amide
- (B)Hoffmann bromamide reaction is not given by alkyl amides.
- (C)Primary amines can be synthesized by Hoffmann bromamide degradation.
- (D)Secondary amide on reaction with and NaOH will give secondary amine.
- (E)The by-products of Hoffmann degradation are , NaBr and .
- (1)A, C and E only
- (2)B, C and D only
- (3)C and E only
- (4)C, D and E only
