For the following bond cleavages, use curved-arrow to show the electron flow and classify each as homolysis or heterolysis. Identify intermediate products as free radical, carbocation, and carbanion.
(a) `CH_3O - OCH_3 rarr CH_3 dot O+ dot O CH_3`
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Explanation

(a) The bond cleavage using curved-arrows to show the electron flow of the given reaction can be represented as

It is an example of homolytic cleavage as one of the shared pair in a covalent bond goes with the bonded atom. The reaction intermediate formed is a free radical.
(b) The bond cleavage using curved-arrows to show the electron flow of the given reaction can be represented as
It is an example of heterolytic cleavage as the bond breaks in such a manner that the shared pair of electrons remains with the carbon of propanone. The reaction intermediate formed is carbanion.
(c) The bond cleavage using curved-arrows to show the electron flow of the given reaction can be represented as

It is an example of heterolytic cleavage as the bond breaks in such a manner that the shared pair of electrons remains with the bromine ion. The reaction intermediate formed is a carbocation.
(d) The bond cleavage using curved-arrows to show the electron flow of the given reaction can be represented as

It is a heterolytic cleavage as the bond breaks in such a manner that the shared pair of electrons remains with one of the fragments. The intermediate formed is a carbocation.