Problem

Dehydration of 2,2,3,4,4-pentamethyl-3-pentanol gave two alkenes A and B. Ozonolysis of th...

Dehydration of 2,2,3,4,4-pentamethyl-3-pentanol gave two alkenes A and B. Ozonolysis of the lower boiling alkene A gave formaldehyde and 2,2,4,4-tetramethyl-3-pentanone. Ozonolysis of B gave formaldehyde and 3,3,4,4-tetramethyl-2-pentanone. Identify A and B, and suggest an explanation for the formation of B in the dehydration reaction.

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