1. Tardigrade
  2. Question
  3. Chemistry
  4. An optically inactive amine (A) C4H11N on treatment with HNO2 gives an alcohol (B). The compound (B) on heating with conc. H2SO4 at 453 K gives an alkene (C). The (C) on treatment with HBr gives on optical active compound (D) having molecular formula C4H9Br. Identify (A).

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Q. An optically inactive amine $(A) \,C_4H_{11}N$ on treatment with $HNO_2$ gives an alcohol $(B)$. The compound (B) on heating with conc. $H_2SO_4$ at $453\, K$ gives an alkene $(C)$. The $(C)$ on treatment with $HBr$ gives on optical active compound $(D)$ having molecular formula $C_4H_9Br$. Identify $(A)$.

Amines

Solution:

$\underset{\text{(A)}}{CH_3CH_2CH_2CH_2NH_2}\xrightarrow{HNO_2} \underset{\text{(B)}}{CH_3CH_2CH_2CH_2OH}$
$\underset{\text{(B)}}{CH_3CH_2CH_2CH_2OH}\xrightarrow{\text{dehydration}}\underset{\text{(C)}}{CH_3CH_2CH=CH_2}$
$\underset{\text{(C)}}{CH_3CH_2CH=CH_2 +HBr}\xrightarrow{\text{Markownikoff rule}}\underset{\text{(D)}}{CH_3CH_2CH(Br)CH_3}$