Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition
9th Edition
ISBN: 9781292151229
Author: Wade, LeRoy G.
Publisher: PEARSON
Question
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Chapter 8.6, Problem 8.8P

(a)

Interpretation Introduction

To determine: The major products for the given reaction.

Interpretation: The major products for the given reactions are to be predicted.

Concept introduction: Oxymercuration-demercuration is one of the methods used to convert alkenes into alcohols. This type of reaction follows Markovnikov’s rule.

According to Markovnikov’s rule, the positive part of acid gets attached to that carbon atom in C=C bond which carries maximum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has minimum number of hydrogen atoms.

The general steps followed by Oxymercuration-demercuration reaction are stated below:

  • Formation of mercurinium ion.
  • Attack of water on mercurinium ion to give alcohol.
  • Demercuration

(b)

Interpretation Introduction

To determine: The product that results when the product from part (a) is reduced by sodium borohydride (NaBH4).

Interpretation: The product that results when the product from part (a) is reduced by sodium borohydride (NaBH4) is to be stated.

Concept introduction: The general steps followed by Oxymercuration-demercuration reaction are stated below:

  • Formation of mercurinium ion.
  • Attack of water on mercurinium ion to give alcohol.
  • Demercuration

(c)

Interpretation Introduction

To determine: The major products for the given reaction.

Interpretation: The major products for the given reactions are to be predicted.

Concept introduction: Oxymercuration-demercuration is one of the methods used to convert alkenes into alcohols. This type of reaction follows Markovnikov’s rule.

According to Markovnikov’s rule, the positive part of acid is attached to that carbon atom in C=C bond which carries maximum number of hydrogen atoms and the negative part of acid will attach to that carbon atom in C=C bond which has minimum number of hydrogen atoms.

The general steps followed by Oxymercuration-demercuration reaction are stated below:

  • Formation of mercurinium ion.
  • Attack of water on mercurinium ion to give alcohol.
  • Demercuration

(d)

Interpretation Introduction

To determine: The products that result when the product from part (c) is reduced by sodium borohydride (NaBH4).

Interpretation: The products that result when the product from part (c) is reduced by sodium borohydride (NaBH4) is to be stated.

Concept introduction: The general steps followed by Oxymercuration-demercuration reaction are stated below:

  • Formation of mercurinium ion.
  • Attack of water on mercurinium ion to give alcohol.
  • Demercuration

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Chapter 8 Solutions

Organic Chemistry Plus Masteringchemistry With Pearson Etext, Global Edition

Ch. 8.7A - Prob. 8.11PCh. 8.7C - Prob. 8.12PCh. 8.7C - Prob. 8.13PCh. 8.7C - a. When (Z)-3-methylhex-3-ene undergoes...Ch. 8.7C - Prob. 8.15PCh. 8.7C - Prob. 8.16PCh. 8.8B - Prob. 8.17PCh. 8.8B - Prob. 8.18PCh. 8.9 - Prob. 8.19PCh. 8.9 - Prob. 8.20PCh. 8.9 - Prob. 8.21PCh. 8.9 - Prob. 8.22PCh. 8.10 - Prob. 8.23PCh. 8.10 - Prob. 8.24PCh. 8.10 - Prob. 8.25PCh. 8.11A - Prob. 8.26PCh. 8.11B - Prob. 8.27PCh. 8.11B - Prob. 8.28PCh. 8.12 - Prob. 8.29PCh. 8.13 - a. Propose a mechanism for the conversion of...Ch. 8.13 - Magnesium monoperoxyphthalate (MMPP) epoxidizes...Ch. 8.13 - Predict the major products of the following...Ch. 8.13 - When 1,2-epoxycyclohexane (cyclohexene oxide) is...Ch. 8.14C - Predict the major products of the following...Ch. 8.14C - Prob. 8.35PCh. 8.15B - Prob. 8.36PCh. 8.15C - Predict the major products of the following...Ch. 8.16A - Prob. 8.38PCh. 8.16A - Prob. 8.39PCh. 8.16B - Prob. 8.40PCh. 8.16B - Prob. 8.41PCh. 8.16C - Prob. 8.42PCh. 8.17B - Prob. 8.43PCh. 8.17B - Prob. 8.44PCh. 8.17B - Show how you would synthesize each compound,...Ch. 8 - Prob. 8.46SPCh. 8 - Prob. 8.47SPCh. 8 - Give the products expected when the following...Ch. 8 - Show how you would make the following compounds...Ch. 8 - Using 1,2-dimethylcyclohexene as your starting...Ch. 8 - Show how you would synthesize each compound using...Ch. 8 - Prob. 8.52SPCh. 8 - Show how you might use olefin metathesis to...Ch. 8 - Prob. 8.54SPCh. 8 - Prob. 8.55SPCh. 8 - Propose mechanisms consistent with the following...Ch. 8 - Prob. 8.57SPCh. 8 - Prob. 8.58SPCh. 8 - Draw a reaction-energy diagram for the propagation...Ch. 8 - Prob. 8.60SPCh. 8 - Prob. 8.61SPCh. 8 - Prob. 8.62SPCh. 8 - Prob. 8.63SPCh. 8 - Prob. 8.64SPCh. 8 - Prob. 8.65SPCh. 8 - Prob. 8.66SPCh. 8 - Prob. 8.67SPCh. 8 - Prob. 8.68SPCh. 8 - Prob. 8.69SPCh. 8 - Prob. 8.70SPCh. 8 - Prob. 8.71SPCh. 8 - Prob. 8.72SPCh. 8 - Prob. 8.73SPCh. 8 - Prob. 8.74SPCh. 8 - Prob. 8.75SPCh. 8 - Prob. 8.76SPCh. 8 - Prob. 8.77SPCh. 8 - Prob. 8.78SPCh. 8 - Prob. 8.79SP
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