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

Synthesis of Secondary and Tertiary Amines

A hydrocarbon...

Question

A hydrocarbon $A (C_{4} H_{8})$ on reaction with $H C l$ gives a compound $B (C_{4} H_{9} C l)$ which on reaction with $1$ mole of $N H_{3}$ gives a compound $C (C_{4} H_{11} N)$ . On reacting with $N a N O_{2}$ and $H C l$ (low temperature) followed by treatment with water, compound $C$ yields optically active alcohol(s). Ozonolysis of $A (1 mole)$ gives $2$ moles of acetaldehyde.
The compound C is:

Butan-2-amine

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

N, N-dimethylethanamine

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

Diethylamine

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

Butylamine

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

Open in App

Solution

The correct option is A Butan-2-amine
Ozonolysis is the clue here. On ozonolysis, A gives 2 moles of ethanal, so A is $C H_{3} - C H = C H - C H_{3}$ .
The reactions are as follows:
$C H_{3} - C H = C H - C H_{3} (A) H C l - - \to C H_{3} - C H_{2} - C l | C H - C H_{3} (B)$

$N H_{3} - -- \to 1 mole C H_{3} - C H_{2} - N H_{2} | C H - C H_{3} (C) H N O_{2} - -------- \to (N a N O_{2} + H C l) C H_{3} - C H_{2} - N_{2} C l | C H - C H_{3}$

$H_{2} O - - \to C H_{3} - C H_{2} - O H | C H - C H_{3} (D)$

(D) is optically active due to presence of chiral centre.

Suggest Corrections

Similar questions

Q. A hydrocarbon

A (C_{4} H_{8})

on reaction with

H C l

gives a compound

B (C_{4} H_{9} C l)

which on reaction with

1

mole of

N H_{3}

gives a compound

C (C_{4} H_{11} N)

. On reacting with

N a N O_{2}

and

H C l

(low temperature) followed by treatment with water, compound

C

yields optically active alcohol(s). Ozonolysis of

A (1 mole)

gives

2

moles of acetaldehyde.
The compound C is:

Q. A hydrocarbon

A (C_{4} H_{8})

on reaction with

H C l

gives a compound

B (C_{4} H_{9} C l)

which on reaction with

1

mole of

N H_{3}

gives a compound

C (C_{4} H_{11} N)

. On reacting with

N a N O_{2}

and

H C l

(low temperature) followed by treatment with water, compound

C

yields optically active alcohol(s). Ozonolysis of

A (1 mole)

gives

2

moles of acetaldehyde.
The compound C is:

Q. Hydrocarbon

^{'} A^{'} (C_{4} H_{8})

on reaction with

H C l

gives a compound

^{'} B^{'} (C_{4} H_{9} C l)

, which on reaction with

1 m o l

{N H}_{3}

gives compound

^{'} C^{'} (C_{4} H_{11} N)

. On reacting with

N a {N O}_{2}

and

H C l

followed by treatment with water. the compound

C

yields an optically active alcohol,

^{'} D^{'}

. Ozonolysis of

^{'} A^{'}

gives

2

mol of acetaldehyde. Identify compound

^{'} D^{'}

Q. The optically active compound (X) on treatment with

N a N O_{2} / H C l

gives:

Q. Cyclohexene on ozonolysis followed by reaction with zinc dust and water gives compound

X

. Compound

X

on further treatment with aqueous

K O H

yields compound

Y

. Compound

Y

is:

Join BYJU'S Learning Program