Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry
Section4.2: Cis–trans Isomerism In Cycloalkanes
Problem 5P: Draw the structures of the following molecules: (a) trans-l-Bromo-3-methylcyclohexane (b) cis-1,...
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I don't understand why the first one and second one are cis and trans respectively. Wouldn't the first one be trans-1,2-dimethylcyclobutane because the torsional strain wouldn't allow the carbons to be in the same conformation. Meaning one of the carbons would be up and then the next would be down and so on. Since both methyl groups are equatorial and the first and second carbons are arranged up and down, wouldn't it be trans. Same logic for the second molecule. Carbon 1, which is attached to the methyl is down, carbon 3 which is attached to the methyl should be down also because of torsional strain, and since both methyl are in axial (or equatorial?), it would be cis. Or is it based off of the way the carbons are positioned in the picture?
Transcribed Image Text:H₂C
CH3
cis-1,2-Dimethylcyclobutane
H3C
CH3
trans-1,3-Dimethylcyclobutane
H3C
H3C
trans-1,2-Dimethylcyclobutane
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