Which of the following amines can be prepared | vedclass

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(B) The Gabriel phthalimide synthesis is used for the preparation of primary aliphatic amines. In this reaction,potassium phthalimide reacts with an a

Vedclass · Accepted Answer

$n-$butylamine

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(B) The Gabriel phthalimide synthesis is used for the preparation of primary aliphatic amines. In this reaction,potassium phthalimide reacts with an alkyl halide $(R-X)$ to form an $N-$alkylphthalimide,which on hydrolysis gives a primary amine $(R-NH_2)$. This reaction involves an $S_N2$ mechanism. Therefore,it works best with primary alkyl halides. Secondary and tertiary alkyl halides undergo elimination reactions instead of substitution,and aryl halides do not undergo this reaction due to the partial double bond character of the $C-X$ bond. Among the given options,$n-$butylamine is a primary amine derived from a primary alkyl halide ($n-$butyl bromide),which readily undergoes $S_N2$ substitution. $t-$butylamine (tertiary) and triethylamine (tertiary) cannot be prepared by this method. Thus,the correct answer is $n-$butylamine.

Which of the following amines can be prepared by Gabriel phthalimide reaction?

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