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Portmess Homework Q&S 101

Portmess Homework Q&S 101 - 95 STRUCTURE AND...

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5.15 ( b ) The site of positive charge in the carbocation is the carbon atom that bears the hydroxyl group in the starting alcohol. Water may remove a proton from the methyl group, as shown in the following equation: Loss of a proton from the ring gives the major product 1-methylcyclohexene. ( c ) Loss of the hydroxyl group under conditions of acid catalysis yields a tertiary carbocation. Water may remove a proton from an adjacent methylene group to give a trisubstituted alkene. Removal of the methine proton gives a tetrasubstituted alkene.
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