Organic Chemistry
Organic Chemistry
12th Edition
ISBN: 9781118875766
Author: T. W. Graham Solomons, Craig B. Fryhle, Scott A. Snyder
Publisher: WILEY
bartleby

Concept explainers

Question
Book Icon
Chapter 12, Problem 2PP
Interpretation Introduction

Interpretation:

Oxidation products for each of the given reactions are to be determined.

Concept introduction:

Swern oxidation converts primary and secondary alcohols into aldehydes and ketones, respectively. The catalyst used is DMSO (dimethyl sulfoxide) and oxalyl chloride in triethylamine (organic base).

When oxidation takes place, the hydrogen atom attached to the oxygen atom is removed to form aldehydes from alcohols or form carboxylic acids from aldehydes. Compounds with no hydrogen attached to oxygen cannot be oxidized using Swern oxidation. Examples of such compounds are tertiary alcohols and ethers.

Blurred answer
Students have asked these similar questions
Suggest reactivity of compound A, B and C in increasing order of E2 reaction
Practice Problem 7.16 When the compound called isoborneol is heated with 9 M sulfuric acid, the product of the reaction is the compound called camphene and not bornylene, as one might expect. Using models to assist you, write a step-by-step mechanism showing how camphene is formed. HO H,O not heat Isoborneol Camphene Bornylene
4. (A) A medicinal chemist wished to make a series of aromatic molecules bearing a ketone and thioether group with ortho, meta, or para relationships. To achieve this, they propose using nucleophilic aromatic substitution treating the corresponding ortho, meta, and para aryl chlorides with sodium ethanethiolate (NaSEt). Predict which of these reactions will likely work and which will likely fail. Provide a mechanistic explanation why. SET O NasEt EtS glagol Glal ol heat EtS target molecules EtS (B) Would the analogous reactions using EtMgBr instead of NaSEt be more or less likely to work? Explain why or why not. لمسلم EtMgBr

Chapter 12 Solutions

Organic Chemistry

Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
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