Organic Chemistry, Binder Ready Version
Organic Chemistry, Binder Ready Version
2nd Edition
ISBN: 9781118454312
Author: David R. Klein
Publisher: WILEY
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Chapter 9, Problem 66PP

(a)

Interpretation Introduction

Interpretation:

Explanation should be given for the given alcohols that they cannot be prepared through hydroboration-oxidation reaction.

Concept introduction:

  • Hydroboration reaction: In this reaction water molecule is added across the double bond of the alkene in syn pathway. In hydroboration reaction, anti-Markovnikov’s product is favorable which means –OH group attached to less substituted carbon end of the alkene.
  • Hydroboration reaction takes place in two steps; first step is syn addition of BH3 and second step is attack of nucleophile (hydroxide ion produced from hydrogen peroxide and BH3 ).

To give: the explanation for the given alcohol that cannot be prepared through hydroboration-oxidation process.

(b)

Interpretation Introduction

Interpretation:

Explanation should be given for the given alcohols that they cannot be prepared through hydroboration-oxidation reaction.

Concept introduction:

  • Hydroboration reaction: In this reaction water molecule is added across the double bond of the alkene in syn pathway. In hydroboration reaction, anti-Markovnikov’s product is favorable which means –OH group attached to less substituted carbon end of the alkene.
  • Hydroboration reaction takes place in two steps; first step is syn addition of BH3 and second step is attack of nucleophile (hydroxide ion produced from hydrogen peroxide and BH3 ).

To give: the explanation for the given alcohol that cannot be prepared through hydroboration-oxidation process.

(c)

Interpretation Introduction

Interpretation:

Explanation should be given for the given alcohols that they cannot be prepared through hydroboration-oxidation reaction.

Concept introduction:

  • Hydroboration reaction: In this reaction water molecule is added across the double bond of the alkene in syn pathway. In hydroboration reaction, anti-Markovnikov’s product is favorable which means –OH group attached to less substituted carbon end of the alkene.
  • Hydroboration reaction takes place in two steps; first step is syn addition of BH3 and second step is attack of nucleophile (hydroxide ion produced from hydrogen peroxide and BH3 ).

To give: the explanation for the given alcohol that cannot be prepared through hydroboration-oxidation process.

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