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Carbylamine Test

In carbylamin...

Question

In carbylamine reaction, primary amines react with alkaline $C H C l_{3}$ and the final product is a carbylamine. From start to finish, how many instances of dehydrochlorination takes place?

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Solution

Lets take an example of aniline.
First dehydrohalogenation appears in formation of dichlorocarbene and twice it occurs in formation of isocyanide.
So a total of three instances of dehydrohalogenation takes place.

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