Question

When 3,6-dimethylcyclohexene is reacted with dry gaseous HBr, one of the products is 1-bromo-1,4-dimethylcyclohexane. Provide a detailed step-by-step mechanism to explain the formation of this product

Answer 1

The formation of 1-bromo-1,4-dimethylcyclohexane from 3,6-dimethylcyclohexene with HBr involves the alkene reacting with HBr to form a carbocation,

Step-by-step explanation:

When 3,6-dimethylcyclohexene is reacted with dry gaseous HBr, the formation of 1-bromo-1,4-dimethylcyclohexane occurs through a series of steps that resemble the SN1 mechanism. Here's how the process works:

It is important to note that despite being similar to the SN1 reaction, this mechanism should consider the stability of the initially formed carbocation and possibility of rearrangement or elimination.