An organic compound ‘X’ having molecular formula C4H11N reacts with p-toluene sulphonyl chloride to form a compound ‘Y’ that is soluble in aqueous KOH. Compound ‘X’ is optically active and reacts with acetyl chloride to form compound ‘Z’. Identify the compound ‘Z’

Question

An organic compound ‘X’ having molecular formula C4H11N reacts with p-toluene sulphonyl chloride to form a compound ‘Y’ that is soluble in aqueous KOH. Compound ‘X’ is optically active and reacts with acetyl chloride to form compound ‘Z’. Identify the compound ‘Z’ (A) CH3CH2CH2CH2NHCOCH3 (B)  (C)  (D)

Tardigrade Admin · Accepted Answer

Since, X [ C 4 H 11 N ] reacts with p -toluene sulphonyl chloride (Hinsberg reagent) to form a compound which is soluble in KOH, therefore X must be a primary amine. <img class="img-fluid question-image" alt="image" src="https://cdn.tardigrade.in/img/question/chemistry/65a594fcef2fc6fa7a8433c904b37160-.png" />

$C H_{3} C H_{2} C H_{2} C H_{2} N H COC H_{3}$

Since, $X [C_{4} H_{11} N]$ reacts with $p$ -toluene sulphonyl chloride (Hinsberg reagent) to form a compound which is soluble in $K O H$ , therefore $X$ must be a primary amine.

Q. An organic compound ‘X’ having molecular formula C4​H11​N reacts with p-toluene sulphonyl chloride to form a compound ‘Y’ that is soluble in aqueous KOH. Compound ‘X’ is optically active and reacts with acetyl chloride to form compound ‘Z’. Identify the compound ‘Z’

CH3​CH2​CH2​CH2​NHCOCH3​

Since, X[C4​H11​N] reacts with p -toluene sulphonyl chloride (Hinsberg reagent) to form a compound which is soluble in KOH, therefore X must be a primary amine.

$C H_{3} C H_{2} C H_{2} C H_{2} N H COC H_{3}$

Since, $X [C_{4} H_{11} N]$ reacts with $p$ -toluene sulphonyl chloride (Hinsberg reagent) to form a compound which is soluble in $K O H$ , therefore $X$ must be a primary amine.