8. Explain why (1S,3R)-3-tert-butylcyclohexyl bromide undergoes E2 elimination with potassium tert-butoxide very slowly while the (1R,3R) reacts much more rapidly.

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
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Chapter16: Chemistry Of Benzene: Electrophilic Aromatic Substitution
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Problem 34MP: Using resonance structures of the intermediates, explain why bromination of biphenyl occurs at ortho...
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8. Explain why (1S,3R)-3-tert-butylcyclohexyl bromide undergoes E2 elimination with
potassium tert-butoxide very slowly while the (1R,3R) reacts much more rapidly.
Transcribed Image Text:8. Explain why (1S,3R)-3-tert-butylcyclohexyl bromide undergoes E2 elimination with potassium tert-butoxide very slowly while the (1R,3R) reacts much more rapidly.
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