AFMC AFMC Solved Paper-2000

  • question_answer
    When primary amine is heated with \[C{{S}_{2}}\] in presence of excess of mercuric chloride, it  produce isothiocyanate. This reaction is known as :

    A) Hofmann bromamide reaction

    B) Carbylamine reaction

    C) Hofmann mustard oil reaction

    D) Hinsberg's reaction

    Correct Answer: C

    Solution :

    p-amines react with \[C{{S}_{2}}\]in presence of \[HgC{{l}_{2}}\]to give isothiocyanates having characteristic smell of mustard oil and the reaction is called Hofmann's mustard oil reaction. \[R-N{{H}_{2}}+C{{S}_{2}}\xrightarrow{HgC{{l}_{2}}}\underset{Isothiocyanate}{\mathop{RN=C=S}}\,\]\[+HgS+2HCl\] Carbylamine reaction is used to identify p-amine. \[R-N{{H}_{2}}+CHC{{l}_{\ }}_{3}+3KOH\xrightarrow{{}}\underset{\begin{smallmatrix}  foul\,smelling \\  isocyanide \end{smallmatrix}}{\mathop{RNC}}\,\]\[+3KCl+{{H}_{2}}O\] Hofmann's bromamide reaction is used to prepare p-amines from amides \[RCON{{H}_{2}}+B{{r}_{2}}+4KOH\xrightarrow{343\,K}\underset{{{1}^{o}}\,\text{amine}}{\mathop{RN{{H}_{2}}}}\,\] \[+2KBr+{{K}_{2}}C{{O}_{3}}+2{{H}_{2}}O\] Hinsberg's test is used to identify between primary secondary and tertiary amines.


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