I'm having trouble with this problem. I suspect that there is a typo, as the methylcyclohexene described in the wording does not match the methylcyclopentene shown in the image(someone please confirm if my suspicion is correct or if I made a mistake in interpreting nomenclature, I am very new to Organic Chemistry). If it does appear to be a typo, I would like help in solving for the methylcyclopentene(the molecule described by the image).
I'm not quite sure how to tackle this problem, as this is actually the first time I've had to mono-chlorinate something with a double bond. I'm confused about how stereochemistry factors in, since there's no symmetry in the molecule, and the double bond onto one carbon suggests a sp2 triplanar configuration where there is only one H position that a radical chlorine can take. This problem isn't like anything I've seen so far, so I would appreciate any help from some veteran organic chemists.