I found out from drawing it out that there are 2 products: 4-bromo-3,4-dimethyl-2-hexene and 2-bromo-3,4-dimethyl-3-hexene. I want to know which forms most of the time.
I used the fact in allyl carbons, the double bonds will travel to the carbon-carbon single bonds to form a double bond. I also used the fact that tertiary carbocations are more stable due to sigma bonds that can participate in hyperconjugation - that is delocalization of electrons by the overlap of sigma bond orbital with an empty p-orbital on an adjacent carbon.
I would like to see some of these reactions in a lab setting, but for now I'm learning organic chemistry reactions like as if it were math.