n the hydration of 1-methyl-1-vinylcyclopentane, the major product is shown:

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In the hydration of 1-methyl-1-vinylcyclopentane, the major product is shown:
H20
HO.
H,SO4
a) Draw the complete mechanism for this transformation, using good curved arrow notation.
Identify the HOMO and LUMO in the first step.
Transcribed Image Text:In the hydration of 1-methyl-1-vinylcyclopentane, the major product is shown: H20 HO. H,SO4 a) Draw the complete mechanism for this transformation, using good curved arrow notation. Identify the HOMO and LUMO in the first step.
b) Draw the product of the oxymercuration of 1-methyl-1-vinylcyclopentane. Why does it give
a different product than the hydration?
1) Hg(OAc)2, H20
2) NaBH4
c) Draw the product of the hydroboration/oxidation of 1-methyl-1-vinylcyclopentane. Why
does it give a different product than the hydration?
1) ВНз/THF
2) H202, ОН", Н20
Transcribed Image Text:b) Draw the product of the oxymercuration of 1-methyl-1-vinylcyclopentane. Why does it give a different product than the hydration? 1) Hg(OAc)2, H20 2) NaBH4 c) Draw the product of the hydroboration/oxidation of 1-methyl-1-vinylcyclopentane. Why does it give a different product than the hydration? 1) ВНз/THF 2) H202, ОН", Н20
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