Tuesday, January 2, 2018

organic chemistry - How many stereoisomers are possible for 1,2-dimethyl-4-(propan-2-ylidene)cyclopentane?



How many stereoisomers (not counting different conformers) does 1,2-dimethyl-4-(propan-2-ylidene)cyclopentane have?


Structure of 1,2-dimethyl-4-(propan-2-ylidene)cyclopentane




I think the answer should be 3. There are two geometrical isomers (cis and trans) considering the two methyl groups on the ring, and the trans isomer will also show optical isomerism as it doesn't have a plane of symmetry. But in my book, the answer is given as 2. Is this a misprint?




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