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
Book Icon
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

Blurred answer
Students have asked these similar questions
For each of the following reactions:  Fill in the missing reactant, reagent, or product (s), indicating stereochemistry where appropriate using dashed and wedged bonds. If the reaction forms a racemic mixture, draw both structures in the box and write the word “racemic”.
1) Draw the correct chemical structure (using line-angle drawings / "line structures") from their given IUPAC name: a. hept-3-yne b. 5-bromo-1-fluoro-4-methylpent-2-yne
15. How many absorptions are expected in the H-NMR spectra of fee songs? Explain your were a) CH,CH,CCH,CH, O CHUCH CHCH

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
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Chemistry
Chemistry
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Cengage Learning
Text book image
Chemistry
Chemistry
ISBN:9781259911156
Author:Raymond Chang Dr., Jason Overby Professor
Publisher:McGraw-Hill Education
Text book image
Principles of Instrumental Analysis
Chemistry
ISBN:9781305577213
Author:Douglas A. Skoog, F. James Holler, Stanley R. Crouch
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9780078021558
Author:Janice Gorzynski Smith Dr.
Publisher:McGraw-Hill Education
Text book image
Chemistry: Principles and Reactions
Chemistry
ISBN:9781305079373
Author:William L. Masterton, Cecile N. Hurley
Publisher:Cengage Learning
Text book image
Elementary Principles of Chemical Processes, Bind...
Chemistry
ISBN:9781118431221
Author:Richard M. Felder, Ronald W. Rousseau, Lisa G. Bullard
Publisher:WILEY