wiz-icon
MyQuestionIcon
MyQuestionIcon
23
You visited us 23 times! Enjoying our articles? Unlock Full Access!
Question

Why cannot aromatic primary amines be prepared by Gabriel phthalimide synthesis?

Open in App
Solution

Gabriel phthalimide synthesis is used for the preparation of aliphatic primary amines. It involves nucleophilic substitution (SN2) of alkyl halides by the anion formed by the phthalimide.

But aryl halides do not undergo nucleophilic substitution with the anion formed by the phthalimide.

Hence, aromatic primary amines cannot be prepared by this process.


flag
Suggest Corrections
thumbs-up
2
Join BYJU'S Learning Program
similar_icon
Related Videos
thumbnail
lock
Substitution Reactions
CHEMISTRY
Watch in App
Join BYJU'S Learning Program
CrossIcon