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What are the limitations of Hoffman amonolysis of alkyl or aryl halides for preparations of alkyl or aryl amines?

Yogiraj , 9 Years ago

Grade 12th pass

3 Answers

Suraj Prasad

Last Activity: 9 Years ago

Halo alkanes react with alcoholic NH3to form amine . But when halo alkane is in excess, the reaction doesnot stop rather continues till tertiary amine is formed. This continuous ammonolysis is called Hoffman’s ammonolysis.
Limitation :
1) It yields mixture of primary,secondary , tertiary and also a quaternary ammonium salt.

2) Aromatic amines could not be prepared since aryl halides are much less reactive towards nucleophilic substitution reactions.

SHAIK HAFEEZUL KAREEM

Last Activity: 9 Years ago

Halo alkanes react with alcoholic NH3to form amine . But when halo alkane is in excess, the reaction doesnot stop rather continues till tertiary amine is formed. This continuous ammonolysis is called Hoffman’s ammonolysis.Limitation :1) It yields mixture of primary,secondary , tertiary and also a quaternary ammonium salt.2) Aromatic amines could not be prepared since aryl halides are much less reactive towards nucleophilic substitution reactions.

Saksham

Last Activity: 2 Years ago

Halo alkanes react with alcoholic NH3to form amine . But when halo alkane is in excess, the reaction doesnot stop rather continues till tertiary amine is formed. This continuous ammonolysis is called Hoffman’s ammonolysis.Limitation :1) It yields mixture of primary,secondary , tertiary and also a quaternary ammonium salt.2) Aromatic amines could not be prepared since aryl halides are much less reactive towards nucleophilic substitution reactions.