Propose a series of reactions that will convert the given starting material into the given product. Make sure to draw the product of each successive reaction. For racemic molecules, you only need to draw one enantiomer. Each synthesis can be accomplished in three steps or less.   a) methylcyclopentane → 1-methylcyclopentanol   b) 4-bromo-1-butanol → 3-buten-1-ol   c) bromocyclohexane → trans-1,2-cyclohexanediol (racemic)

Organic Chemistry
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ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter4: Organic Compounds: Cycloalkanes And Their Stereochemistry
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Problem 62AP: Alcohols undergo an oxidation reaction to yield carbonyl compounds on treatment with CrO3. For...
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Propose a series of reactions that will convert the given starting material into the given product. Make sure to draw the product of each successive reaction. For racemic molecules, you only need to draw one enantiomer. Each synthesis can be accomplished in three steps or less.

 

a) methylcyclopentane → 1-methylcyclopentanol

 

b) 4-bromo-1-butanol → 3-buten-1-ol

 

c) bromocyclohexane → trans-1,2-cyclohexanediol (racemic)

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