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Question

How many structural isomers are possible for the molecular formula, C5H13N which gives a positive carbylamine test?

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Solution

Only primary amines give positive carbylamine test.
Since the degree of unsaturation is zero so unsaturation is absent. There are 8 isomers possible for C5H13N having primary amine as a functional group.

carbylamine test.

  • The Carbylamine reaction mechanism includes the addition of an amine to the intermediate created from the dehydrohalogenation of chloroform.
  • This intermediate is called dichlorocarbene.
  • The carbylamine reaction is also known as Hofmann isocyanide synthesis.
  • It is the reaction of a primary amine, chloroform, and a base to synthesize isocyanides.
  • The dichlorocarbene intermediate is very important for this conversion.
  • The carbylamine reaction cannot be used to synthesize isocyanides from secondary or tertiary amines.
  • In general, the carbylamine reaction can be written as: RNH2+CHCl3+KOHRNC(carbylamine)+3KCl+3H2O



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