Question

When 1-iodo-1-methylcyclohexane is treated with NaOCH₂CH₃, the more highly substituted alkene product predominates. When KOC(CH₃)₃ is used instead, the less highly substituted alkene product predominates. Please explain.

A) Methylenecyclohexane is more stable than 1-methylcyclohexene
B) The bulky iodo group is attacked mor readily by less bulky NaOCH₂CH₃
C) KOC(CH₃)₃ attacks the primary hydrogen, but NaOCH₂CH₃ attacks the secondary hydrogen
D) 1-iodo-1-methylcyclohexane exists only in the chair conformation
E) None of the above

Answer 1

Answer 2