ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
Question
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Chapter 8.6, Problem 8.9P

(a)

Interpretation Introduction

To determine: The conversion of but1ene into 2methoxybutane.

Interpretation: The conversion of the given reactions is to be stated.

Concept introduction: Oxymercuration-demercuration is one of the methods used to convert alkenes into alcohols. This type of reaction follows Markovinokov’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 gets attached to that carbon atom in C=C bond which has minimum number of hydrogen atoms.

(b)

Interpretation Introduction

To determine: The conversion of 1iodo2methylcyclopentane into 1methylcyclopentanol.

Interpretation: The conversion of the given reactions 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 conversion of 3methylpent1ene into 3methylpentan2ol.

Interpretation: The conversion of the given reactions is to be stated.

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

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Chapter 8 Solutions

ORGANIC CHEMISTRY

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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