Separation of primary , secondary and tertiary amines by Hoffmann's method

The mixture of three amines is treated with diethyl oxalate. The primary amine forms a solid oxamide, a secondary amine gives a liquid oxamic ester while tertiary amine does not react.

Hofmann method of separation of amines.JPG

Primary amine is recovered when solid oxamide is heated with caustic potash solution and collected as distillate on distilling the reaction mixture.


Hofmann method of separation of amines1.JPG

The liquid (mixture of oxamic ester+ tertiary amine) is subjected to fractional distillation when tertiary amine distils over.

The remaining liquid is distilled with KOH to recover secondary amine.

Hofmann method of separation of amines2.JPG

7 comments:

Unknown said...

Why secondary amines don't attached with both of Oxygen??

Unknown said...

Tnk u very much

Unknown said...

1 mole secondary amine takes part whereas in primary amine 2 mole takes part

Unknown said...

In primary amine 2 moles takes part While in secondary 1 mol

Unknown said...

I feel like
after addition of two r bulky carbon groups in Diethyl oxalate it becomes difficult for the compound to handle 2 more r groups
Hope it answers 😊

Unknown said...

Why tertiary amine don't react ?????

Unknown said...

it should be .. but there is mistake here