For each reaction below, provide all the expected constitutional isomer monohalogenated products. Ignore stereochemistry and do not include duplicates of the same constitutional isomers. Consider the expected selectivity (or lack of) for the chlorination and bromination reactions. Also consider possible resonance structures where appropriate.
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Cl2 in presence of heat or light is used for chlorination reaction of alkanes. This reaction proceeds via formation of free radical intermediate and follows chain reaction kinetics. The stability of the generated radical intermediate determines the major product.
NBS (N-Bromo Succinimide) which generates bromine radical in presence of light often used in allylic bromination reactions.
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