Question

Question #17ea8

Answer 1

`H_3C-CH=CHCH(CH_3)CH_3+dotBrrarr?? +H-Br`

Explanation:

We would assume that the reaction proceeds in the way that generates the MOST stable hydrocarbyl radical......

`H_3C-CH=CHCH(CH_3)CH_3+dotBrrarr`

`H_3C-CH=CHdotC(CH_3)CH_3 +H-Br`

The given radical is (i) allyl, and therefore somewhat stabilized by resonance, and (ii) tertiary, and therefore should have longest lifetime. The major product of the reaction would likely be.....

`H_3C-CH=CHC(Br)(CH_3)CH_3`

Note that I said `"likely"`, as this reaction would probably give a real witches' brew of products.