# What is the major product for the reaction of (1R,2R)-2-methylcyclohexanol with hydrogen bromide? [closed]

What is the major product for the reaction of (1R,2R)-2-methylcyclohexanol[1,2] with hydrogen bromide? What will happen to the stereocenters?

I only know the $$\ce{HBr}$$ will somehow substitute the alcohol, but I'm not sure about the position or stereo chemistry of the final product.

1. CSID:22437, http://www.chemspider.com/Chemical-Structure.22437.html (accessed 14:03, Oct 12, 2018)
2. National Center for Biotechnology Information. PubChem Compound Database; CID=24004, https://pubchem.ncbi.nlm.nih.gov/compound/24004 (accessed Oct. 12, 2018).

## closed as off-topic by Satwik Pasani, bobthechemist, user4076, ManishEarthJan 14 '14 at 10:28

This question appears to be off-topic. The users who voted to close gave this specific reason:

If this question can be reworded to fit the rules in the help center, please edit the question.

$$\ce{HBr}$$ is a fairly strong acid; protonation of (1R,2R)-2-methylcyclohexanol (1) gives 1a. Water is a pretty good leaving group and that's what it does, resulting in the secondary cation 1b.
The nucleophile $$\ce{Br-}$$ can add from both sides of cation, yielding 2 as the major product.
Depending on the reaction conditions, minor products will arise from the addition of $$\ce{Br-}$$ to 1b, or from elimination reactions.