Q.
Gabriel phthalimide synthesis can be used for the preparation of amine from
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NTA AbhyasNTA Abhyas 2020Amines
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Solution:
CH3CH2Br is more reactive in SN2 reactions. In (CH3)3CBr , steric hindrance at the carbon of C−Br is very high, therefore, the nucleophilic attack of phthalimide anion is mechanically hindered.
The −CH3 and −OCH3 are electron-donating groups, which do not activate Br atom for nucleophilic substitutions reactions. Hence, compounds C and D are not also used for the preparation of amines.