Question

In contrast to the internal alkenes being more stable in the trans configuration, cyclohexene occurs as...

In contrast to the internal alkenes being more stable in the trans configuration, cyclohexene occurs as the cis cycloalkane rather than the trans isomer. Explain why

Homework Answers

Answer #1

cis cycloalkenes, in general, are more stable than their trans isomers contrary to open chain alkenes

strong twisting of the double bond happens due to the trans double bond

and because of this high ring strain small trans cycloalkenes have not been observed and cis isomers show considerable ring stain. In order to form a trans isomer, the cycloalkene ring must contain at least eight carbons. The energy difference between cis- and trans-cyclooctene is approximately 38.5 kJmol-1.

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