u/Bulky-Syrup1155

FIRST TIME WINNING GOLD. I’ve won like 60¢ one time and $6 once. But I JUST WON $1500 I AM IN DISBELIEF

From my understanding, when reacting a secondary alcohol with HBr we are going to get SN1. It is unlikely we are doing SN2, which rules out inversions.

Reacting this with H-Br, the H with protonate OH making it +OH2 and then it will leave forming a carbocation. The Br- will then come in and attack from either side of the carbon, resulting in 3 products:

*(1S,3R)-1-bromo-3-methylcyclohexane

*(1R,3S)-1-bromo-3-methylcyclohexane

*(1S,3S)/(1R,3R)-1-bromo-3-methylcyxlohexane

Can anyone with DEEP chemistry knowledge explain please.