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Magazine Chapter 6: Q31P (page 262)
a. What alkene would give only a ketone with three carbons as a product of oxidative cleavage?
b. What alkenes would give only an aldehyde with four carbons as a product of oxidative cleavage?
Short Answer
Step by step solution
Definition of oxidative cleavage-
The conversion of an alkene's carbons into separate carbonyl groups is known as oxidative cleavage.
a) 2,3-dimethylbut-2-ene would give only a ketone with three carbons as a product of oxidative cleavage-
We can figure out what the alkene was by working backwards from the products.
Acetone (CH3)2C=O is the only three-carbon ketone.
Working backwards, we discover that the beginning ingredient has to be 2,3-dimethylbut-2-ene.
b) (Z)-oct-4-ene and (E)-oct-4-ene would give only an aldehyde with four carbons as a product of oxidative cleavage-
We can figure out what the alkene was by working backwards from the products.
Aldehyde with four carbons is obtained as a product.
Working backwards, we discover that the beginning ingredient has to be (Z)-oct-4-ene and (E)-oct-4-ene.
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