The following compounds undergo free-radical bromination (Br₂, hν). In how many of (a) to (f) is the major product a tertiary bromide?
(a)
(b)
(c)
(d)
(e)
(f)

Question

The following compounds undergo free-radical bromination (Br 2 , hν). In how many of (a) to (f) is the major product a tertiary bromide? (a) (b) (c) (d) (e) (f)

TestHub · Accepted Answer

Bromine is selective for the weakest C–H bond. The major products are :

(a)

(b)

(c)

(d)

(e)

(f)

(b), (c) and (d) give tertiary bromides, so the count is 3. (a) gives a secondary bromide, (e) a secondary benzylic bromide and (f) a secondary allylic bromide.

Chemistry - Hydrocarbon Question with Solution | TestHub

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