1. The problem statement, all variables and given/known data What is the number of major products of a reaction of trans-3,4-dimethyl-3-heptene and HCl? 2. Relevant equations Once H adds, the chloride ion can attack the carbocation from the top or bottom. 3. The attempt at a solution Once the carbocation forms, the carbon that forms the chiral center due to the addition of H+ will become a chiral center and the ethyl and propyl groups (attached to each double bond carbon) will be a source of hindrance for the attacking chloride ion, so only 4 isomers will be the major products and the other 4 will be minor due to steric hindrance. Professor said the answer was 8 because those groups are not long enough to cause hindrance to the attacking chloride ion, which I understand, but still answered 4 because of the term "major" product in the question.