favorskii rearrangement
DESCRIPTION
Favorskii rearrangement is one the important reactions in organic chemistry. Let us have some prior understanding of its mechanism and its applications.TRANSCRIPT
Favorskii Rearrangement
By Sagar DivetiyaEnvironment science and technology (4th sem)
110990135013
Organic Chemistry for technologist II
2Outline
• Principle
• Some reactions
• Mechanism ( Cyclic Ketone )
• Mechanism ( Open chain Ketone )
• Applications
10/04/2023 04:07 AMPrepared by Sagar Divetiya
3Principle
• α-Halogenated ketone undergoes rearrangement in the presence of a base like hydroxide, alkoxide or amine to give a carboxylic acid or its derivative i.e. ester, amide. The reaction is known as Favorskii rearrangement.
• The halogen may be a chloride, bromide or iodide.
10/04/2023 04:07 AMPrepared by Sagar Divetiya
4
10/04/2023 04:07 AMPrepared by Sagar Divetiya
Some reactions
Ester
Ketone
Carboxylic acid
Carboxylic acid
Ester
Alkoxide
Hydroxide
α-halogenated
5Mechanism ( Cyclic Ketone )
Cl O
H
Cl ORO
O
RO
OR
O
RO
H
HO
OR
Favorskii
Rearrangemen
t
10/04/2023 04:07 AMPrepared by Sagar Divetiya
- H- Cl1 2 3
45
6Mechanism ( Open Chain Ketone)
10/04/2023 04:08 AMPrepared by Sagar Divetiya
H X
OR’ RO
X
OR’ O
RO
O OR
RO
H
OOR
R’
R’R’
O OR
R’
Favorskii Rearrangeme
nt
H
1 2 3
456
8Applications
10/04/2023 04:08 AMPrepared by Sagar Divetiya
9Applications
10/04/2023 04:08 AMPrepared by Sagar Divetiya