I'm trying to solve some organic chem reactions out of a new text book with an answer key that's confusing me. All three rxns involve anti-markovnikov addition of HBr to an alkene using a peroxide. A peroxide radical generates a bromine radical, the electrophile which then adds to the least subsituted carbon. I would think that these rxns would be non-sterospecific, thus generating a maximum of four different products. Here are the reactions and what I think the answers should be. I don't care about exact answers I'm just want to confirm stereochemistry: 1) 2-methylpropene +HBr + peroxide--->a racemic mix of two products, right? 2) 1-methylcyclopropene+HBr+peroxide---> 2 different racemic mixtures, four total different products 3) 1-phenylpropene + HBr +peroxide---->again, a racemic mixture of two product My book is ambiguous in it's description of stereochem for the products, perhaps because it's an advanced text which just assumes this stuff is obvious.