Question

Through what basic mechanism is 2-methylcyclohexanol converted to 1-bromo-1-methylcyclohexane when treated with HBr

Answer 1

Sn1 mechanism reaction

Step-by-step explanation:

In this case, we have to start with the protonation of the "OH" group by the attack of the lone pairs in the alcohol group to the "H" in the HBr producing a positive charge in the oxygen. Then, water is produced and a carbocation is generated. This carbocation can be stabilized by a hydride shift. We can move a hydrogen atom to the positive charge and we will obtain a tertiary carbocation. Finally, the
`Br^-` will attack to produce the final halide.

See figure 1.

I hope it helps!