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i know that in the mechanism of the hofmann rearrangement occurs in two steps which are simultaneous. But im confused that how an electron-releasing substituents can affect the rate of the overall reactions....and also tell me that the reaction undergoes in two ways-(1)by Sn¹ (2)by Sn²?????

i know that in the mechanism of the hofmann rearrangement occurs in two steps which are  simultaneous.


But im confused that how an electron-releasing substituents can affect the rate of the overall reactions....and also tell me that the reaction undergoes in two ways-(1)by Sn¹ (2)by Sn²?????

Grade:

2 Answers

vikas askiitian expert
509 Points
10 years ago

this step follows SN2 path .....electron releasing group can increase electron dencity on nitrogen so such groups

can increase rate ....

SAGAR SINGH - IIT DELHI
879 Points
10 years ago

Dear student,

Acid amides on reaction with bromine in the presence of alkalis at about 343 K give primary amines.

 

example for hoffmann s bromamide reaction

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