CameraIcon

SearchIcon

MyQuestionIcon

1

You visited us 1 times! Enjoying our articles? Unlock Full Access!

Nucleophilic Substitution Reaction

An organic co...

Question

An organic compound ' $A$ ' having molecular formula $C_{2} H_{3} N$ on reduction gave another compound $B$ , upon treatment with nitrous acid ' $B$ ' gave ethyl alcohol. On warming with chloroform and alcoholic $K O H$ , it formed an offensive smelling ' $C$ '. The compound ' $C$ ' is:

A

C H_{3} C H_{2} N H_{2}

No worries! We‘ve got your back. Try BYJU‘S free classes today!

B

C H_{3} C H_{2} N \to = C

Right on! Give the BNAT exam to get a 100% scholarship for BYJUS courses

C

C H_{3} C \equiv N

No worries! We‘ve got your back. Try BYJU‘S free classes today!

D

C H_{3} C H_{2} \cdot O H

No worries! We‘ve got your back. Try BYJU‘S free classes today!

Open in App

Solution

The correct option is A $C H_{3} C H_{2} N \to = C$
(i) Proceed back with known compound $C_{2} H_{5} O H$
(ii) $1^{\circ}$ amine on reaction with $H N O_{2}$ gives $1^{\circ}$ alcohol
$C H_{3} - C \equiv N m e t h y l c y a n i d e (A) R e d u c t i o n - ----- \to C H_{3} C H_{2} N H_{2} \cdot H O N O - --- \to C H_{3} C H_{2} O H e t h a n o l C H_{3} C H_{2} N H_{2} (B) C H C l_{3}, K O H - ------- \to C H_{3} C H_{2} e t h y l i s o c y a n i d e (C) N = \to C e t h a n a m i n e (B)$

Suggest Corrections

thumbs-up

1

Similar questions

Q. An organic compound (A) on reducing gave a compound (B). Upon treatment with

{H N O}_{3}

, (B) gave ethyl alcohol and on warming with

{C H C l}_{3}

and alcoholic KOH. (B) gave an offensive smell. The compound (A) is

Q. An organic compound

(C_{3} H_{9} N) (A)

, when treated with nitrous acid, gave an alcohol and

N_{2}

gas was evolved.

(A)

on warming with

C H {C l}_{3}

and caustic potash gave

(C)

which on reduction gave isopropylmethylamine. Predict the structure of

(A)

.

Q. An organic compound

(C_{3} H_{9} N) (A)

, when treated with nitrous acid, gave an alcohol and

N_{2}

gas was evolved.

(A)

on warming with

C H C l_{3}

and caustic potash gave

(C)

which on reduction gave isopropylmethyl amine. Predict the structure of

(A)

.

Q. An organic compound

[A]

having molecular formula

C_{2} H_{7} N

on treatment with nitrous acid gives a compound

[B]

having molecular formula

C_{2} H_{6} O

[B]

on treatment with an organic compound

[C]

gives a carboxylic acid

[D]

and a sweet smelling compound

[E]

[B]

with acidified potassium dichromate also gives

[D]

[A], [B], [C], [D]

[E]

An organic compound (A) on reduction gives compound (B). (B) on treatment with CHCl₃ and alcoholic KOH gives (C). (C) on catalytic reduction gives N - methyl aniline. The compound 'A' is

View More

Join BYJU'S Learning Program

similar_icon

Related Videos

lock

Substitution Reactions

CHEMISTRY

Watch in App

explore_more_icon

Explore more

Nucleophilic Substitution Reaction

Standard XII Chemistry

Join BYJU'S Learning Program

CrossIcon