2
$\begingroup$

What would be the major product of the following reaction sequence?

enter image description here

I believe that the first step will be the formation of a radical at the first carbon of the ethyl group because benzylic radicals are quite stable. However, I'm not really sure what happens after that. The answer key has 'I' as being the correct answer.

Improve this question
$\endgroup$
0
3
$\begingroup$

You are correct in your prediction for this first reaction:

RXN1

The second is simply an $\mathrm E2$ β-elimination reaction, which forms product I:

RXN2

Improve this answer
$\endgroup$
2
  • $\begingroup$ With heat, would any IV formed just eliminate to the same product? Or do you think they're just doing the main product? Or would IV just not be very likely with a hard nucleophile like that? $\endgroup$
    – SendersReagent
    Mar 9 '16 at 6:55
  • 1
    $\begingroup$ I don't think it would very easy for IV to form in basic conditions. In acidic conditions that could easily form, however. $\endgroup$
    – ringo
    Mar 9 '16 at 6:59

Your Answer

By clicking “Post Your Answer”, you agree to our terms of service, privacy policy and cookie policy

Not the answer you're looking for? Browse other questions tagged or ask your own question.