Identify the major product of the following reaction:

Step-by-step solution

In the presence of an acid ( H ^+ ), the more reactive tertiary allylic alcohol at the C1 position is protonated first. Loss of a water molecule generates a relatively stable tertiary allylic carbocation at C1. This carbocation undergoes resonance, shifting the endocyclic double bond from the C2-C3 position to the C1-C2 position. As a result, the positive charge migrates to the C3 position, forming a secondary allylic carbocation. The molecule also contains a primary alcohol group ( - CH ₂ OH ) on the exocyclic dou