Academic Integrity: tutoring, explanations, and feedback — we don’t complete graded work or submit on a student’s behalf.

What are the major products formed upon treatment of (E) 3-methyl-2-hexene with

ID: 718441 • Letter: W

Question

What are the major products formed upon treatment of (E) 3-methyl-2-hexene with HBr in the absence of peroxides?
1. (S) 3-bromo-3-methylhexane
2. (R) 3-bromo-2-methylhexane
3. 2-bromo-3-methylhexane

a. only 1
b. only 2
c. a mixture of 1 and 2
d. only 3

Why is the answer on the solutions manual D? Is it a typo or did I miss something?

I thought due to Markarkinov's rule (no perioxides) we get 3-Bromo-3-methylhexane (in a racemic mix of R and S.)

You only get points for proving why I got the incorrect answer, no points for identifying a typo, sorry.

Explanation / Answer

You are absolutely correct. answer is D if peroxide is present.

Hire Me For All Your Tutoring Needs
Integrity-first tutoring: clear explanations, guidance, and feedback.
Drop an Email at
drjack9650@gmail.com
Chat Now And Get Quote