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rkkovach rkkovach
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11 years ago
Predict the organic product of the following rxn:
H2C=C(CH3)CH3 (2-methylpropene) + H2O (react in H2SO4 sol'n) Rightwards Arrow

please help and explain!
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wrote...
11 years ago
I think that in acid, double bonds get hydrated.
So your products are
HO-CH2-CH(CH3)-CH3 and (CH3)3 -COH

The former is less sterically hindered, so I think it would be the more abundant product.
wrote...
11 years ago
The olefin is hydrated in a two step process. First step is the attachment of a hydrogen ion to one side of the C=C and two carbocations are  possible (CH3)3C+ and (CH3)2CHCH2+. The first is much more stable and so the major product is (CH3)3COH.
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