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Question -

For the following bondcleavages, use curved-arrows to show the electron flow and classify each ashomolysis or heterolysis. Identify reactive intermediate produced as freeradical, carbocation and carbanion.

(a)

(b)

(c)

(d)



Answer -

(a) The bond cleavage usingcurved-arrows to show the electron flow of the given reaction can berepresented as

It is an example ofhomolytic cleavage as one of the shared pair in a covalent bond goes with thebonded atom. The reaction intermediate formed is a free radical.

(b) The bond cleavageusing curved-arrows to show the electron flow of the given reaction can berepresented as

It is an example ofheterolytic cleavage as the bond breaks in such a manner that the shared pairof electrons remains with the carbon of propanone. The reaction intermediateformed is carbanion.

(c) The bond cleavageusing curved-arrows to show the electron flow of the given reaction can berepresented as

It is an example ofheterolytic cleavage as the bond breaks in such a manner that the shared pairof electrons remains with the bromine ion. The reaction intermediate formed isa carbocation.

(d) The bond cleavageusing curved-arrows to show the electron flow of the given reaction can berepresented as

It is a heterolyticcleavage as the bond breaks in such a manner that the shared pair of electronsremains with one of the fragments. The intermediate formed is a carbocation.

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