Chemistry-
General
Easy
Question
Hofmann rearrangement
In the Hofmann rearrangement an unsubstituted amide is treated with sodium hydroxide and bromine to give a primary amine that has one carbon lesser than starting amide. General reaction.
Mech :
If the migrating group is chiral then its configuration is retained. Electron releasing effects in the migrating group increases reactivity of Hofmann rearrangement
Arrange the following amides according to their relative reactivity when react with Br2 in excess of strong base
I) 
II) 
III) 
IV) <img src="https://mycourses.turito.com/tokenpluginfile.php/c161933dbfaab094c54655ab71e9b8f0/1/question/questiontext/582432/1/1074906/Picture715.png" alt="" width="173" height="78"
- IV > I > II > III
- II > I > III > IV
- II > IV > III > I
- II > I > IV > III
The correct answer is: II > I > IV > III
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In the Hofmann rearrangement an unsubstituted amide is treated with sodium hydroxide and bromine to give a primary amine that has one carbon lesser than starting amide. General reaction.
Mech :
If the migrating group is chiral then its configuration is retained. Electron releasing effects in the migrating group increases reactivity of Hofmann rearrangement
Which of the following compound(s) cannot give Hofmann rearrangement :
Hofmann rearrangement
In the Hofmann rearrangement an unsubstituted amide is treated with sodium hydroxide and bromine to give a primary amine that has one carbon lesser than starting amide. General reaction.
Mech :
If the migrating group is chiral then its configuration is retained. Electron releasing effects in the migrating group increases reactivity of Hofmann rearrangement
Which of the following compound(s) cannot give Hofmann rearrangement :
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