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Magazine Chapter 25: 56 (page 1044)
What is the major Hofmann elimination product formed from each amine?
a
b
c
Short Answer
a
Major product of a.
b
Major product of b.
c
Major Pproduct of c.
Step by step solution
Hofmann elimination
It is the only possible way of converting amines into a better leaving group. The amine is converted into a quaternary ammonium salt before undergoing -elimination.
Conditions for Hofmann elimination reaction
The reaction consists of 3 steps, all of which take place in one single step.
The reaction takes place via an anti-periplanar geometry, according to which the hydrogen atom and the amine group should be present on the opposite sides of the molecule.
Mechanism of the given reaction
The C-C bonds are rotated in the given molecules to obtain the anti geometry of the hydrogen atom and the amine group.
a
The given structure already has hydrogen and amine group anti to each other. Hence, the product of the reaction is given hereunder.
Product of a.
b
The C-C bond is rotated counterclockwise. The product of the reaction is given hereunder.
Product of b.
c
The C-C bond is rotated counterclockwise. The product of the reaction is given hereunder.
Product of c.
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