*SE ..ril 30% 6:35 PM Problem 18-59 3 of 3 Reset Help exocyclic The difficulty i

Question

*SE ..ril 30% 6:35 PM Problem 18-59 3 of 3 Reset Help exocyclic The difficulty in synthesizing methylenecyclohexane from cyclohexanone without using the Wittig E2 reaction rests in the stability of the double bond inside the ring( ) versus outside the minor ring endocyclic triple major E1 double A dehydration following the will give the more substituted, endocyclic double bond as the of making the exocyclic bulky base to give Hofmann orientation mechanism passing through a carbocation intermediate product. The only chance bond as the major product is to do an E2 elimination using a

Explanation / Answer

Double bond inside the ring endocyclic

Outside the ring is called exocyclic

E2 mechanism gives more substituted endocyclic double bond as the major product and for exocyclic double bond is prepared by treating with bulkier bases through Hoffmann elimination.

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