20. Draw Newman Projection of cis-1-chloro-4-methylcyclohexane, hint: a). need to look down $2 C$ at the same time; b). Instead of explaining higher energy in terms of diaxial interactions (axial methyl group), it is explained that the methyl is gauche to the carbon while chlorine does not have gauche interaction with an alkyl group.

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20. Draw Newman Projection of cis-1-chloro-4-methylcyclohexane, hint: a). need to look down

2 C

at the same time; b). Instead of explaining higher energy in terms of diaxial interactions (axial methyl group), it is explained that the methyl is gauche to the carbon while chlorine does not have gauche interaction with an alkyl group.

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