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.
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