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31 Claisen Rearrangement

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0% found this document useful (0 votes)
27 views5 pages

31 Claisen Rearrangement

Copyright
© © All Rights Reserved
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REACTION OF THE DAY_31


Chemistry
Claisen Rearrangement
The Claisen Rearrangement involves the shift of a group from oxygen to carbon. Thus when aryl allyl ethers are
heated (200°C) they rearrange to o-allylphenol
The aromatic Claisen Rearrangement is followed by a rearomatization:

When the both ortho-positions are substituted, the product is para compound



(1)
Try Yourself
1. Predict the product of the following reaction

O O

(1) H (2) H

O O

(3) H (4) H

2. Predict the product of the following reaction

H H

3 2 3 2
O 1 O 1
(1) (2)
4 6 4 6
5 5

H
H
3 2
O 1
(3) (4) H O
4 6
5

(2)
3. Predict the product of the following Claisen rearrangement

(1) (2)
O O

(3) (4)
O O

4. Predict the product of the following Chaisen rearrangement reaction:

(1) (2)
OH O

(3) (4)
OH
OH

5. In the given reaction

(14) (12)
O CH2 CH CH2
AlCl3
Product

The product is

OH
OH

(1) (2)
CH2 CH CH2 CH2 CH CH2
(14) (12)
(14) (12)

(3)
OH
OH

(3) (4)
CH2 CH CH2 CH2 CH CH2
(12) (14)
(12) (14)


Answer of Question Based on Cannizzaro Reaction
1. Answer (3)
2 Answer (1)
3. Answer (1)
4. Answer (2)
5. Answer (1)

(4)

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