An organic compound A on reacting with NH3 gives B. On heating B gives C. C in the presence of KOH reacts with Br2 to give CH3CH2NH2.A is

Question

An organic compound A on reacting with NH3 gives B. On heating B gives C. C in the presence of KOH reacts with Br2 to give CH3CH2NH2.A is (A) CH3 - underset overset|CH3CH - COOH (B) CH3CH2CH2CH2COOH (C) CH3CH2COOH (D) CH3COOH

Tardigrade Admin · Accepted Answer

A xrightarrowNH3 B xrightarrowΔ C xrightarrowKOH/Br CH3CH2NH2 The reaction of C with KOH/Br2 to give amine is called Hofmann bromamide reaction. This reaction is given by acid amides only in which R - CH2 - overset underset||OC- NH2 group undergoes rearrangement along with the loss of CO2 molecule. Thus, the compound C must be acid amide with three carbon atoms. Hence, the compound C is CH3 - CH2 - overset underset||OC- NH2. Since, all the options shows that A is an acid and it forms acid amide on reaction with NH3. Thus, acid must contain three carbon atoms. Hence, the compound A is CH3CH2COOH. The complete series of reaction can be represented as <img class="img-fluid question-image" alt="image" src="https://cdn.tardigrade.in/img/question/chemistry/6a5a73868ea631154b1d1efd0451fed6-.png" />

Q. An organic compound $A$ on reacting with $N H_{3}$ gives $B$ . On heating $B$ gives $C . C$ in the presence of $K O H$ reacts with $B r_{2}$ to give $C H_{3} C H_{2} N H_{2} . A$ is

$C H_{3} - C ∣ H_{3} C H - COO H$

$C H_{3} C H_{2} C H_{2} C H_{2} COO H$

$C H_{3} C H_{2} COO H$

$C H_{3} COO H$

Q. An organic compound A on reacting with NH3​ gives B. On heating B gives C.C in the presence of KOH reacts with Br2​ to give CH3​CH2​NH2​.A is

CH3​−C∣H3​C​H−COOH

CH3​CH2​CH2​CH2​COOH

CH3​CH2​COOH

CH3​COOH

Q. An organic compound $A$ on reacting with $N H_{3}$ gives $B$ . On heating $B$ gives $C . C$ in the presence of $K O H$ reacts with $B r_{2}$ to give $C H_{3} C H_{2} N H_{2} . A$ is

$C H_{3} - C ∣ H_{3} C H - COO H$

$C H_{3} C H_{2} C H_{2} C H_{2} COO H$

$C H_{3} C H_{2} COO H$

$C H_{3} COO H$