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Topic: hydroboration of disubstituted cycloalkene  (Read 3296 times)

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Offline retretretretretret

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hydroboration of disubstituted cycloalkene
« on: November 16, 2010, 08:59:51 PM »
1,4-dimethylcyclopentene gives a mixture of 2 alcohols upon hydroboration (BH3) followed by oxidation (H2O2, OH-). How and what are they?

I thought it would just be 2,4-dimethylcyclopentanol and I understand how, but I have no idea what else it could be if the boron always attaches at the less substituted double-bonded carbon atom.
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Offline rackye

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Re: hydroboration of disubstituted cycloalkene
« Reply #1 on: November 16, 2010, 09:23:46 PM »
did you see the space between carbon number one and carbon number five? can hydroboration take place there?
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Offline macman104

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Re: hydroboration of disubstituted cycloalkene
« Reply #2 on: November 16, 2010, 09:38:39 PM »
I am wondering if they want you to consider the fact that more than one diastereomer is possible
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