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 (CH2=O) 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.

Transcribed Image Text:

OCH CH CCCCH3) CH CH CCC(CH3) 2,2,4,4-Tetramethyl-3-pentanone 3.344-Tetramethyl-2-pentanone