OH Swern or Dess-Martin

Chemistry
10th Edition
ISBN:9781305957404
Author:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Publisher:Steven S. Zumdahl, Susan A. Zumdahl, Donald J. DeCoste
Chapter1: Chemical Foundations
Section: Chapter Questions
Problem 1RQ: Define and explain the differences between the following terms. a. law and theory b. theory and...
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  1. The Dess–Martin reaction reacts an alcohol with the Dess–Martin periodinane. The first step displaces one of the acetate groups on the periodinane with the alcohol. A base then deprotonates one of the alpha protons, forming a new carbonyl bond, iodinane and acetic acid. The oxidation stops at this stage to give the aldehyde.

Both Swern and Dess–Martin conditions will also convert a secondary alcohol to a ketone.

Now apply what has just been discussed.

Draw the major organic product.

The Dess-Martin reaction reacts an alcohol with the Dess-Martin periodinane. The first step displaces one of the acetate
groups on the periodinane with the alcohol. A base then deprotonates one of the alpha protons, forming a new carbonyl
bond, iodinane and acetic acid. The oxidation stops at this stage to give the aldehyde.
Both Swern and Dess-Martin conditions will also convert a secondary alcohol to a ketone.
Now apply what has just been discussed.
OH
Swern or Dess-Martin
Draw the major organic product.
Select Draw Rings More
G
→
с H O
Erase
2 Q
Transcribed Image Text:The Dess-Martin reaction reacts an alcohol with the Dess-Martin periodinane. The first step displaces one of the acetate groups on the periodinane with the alcohol. A base then deprotonates one of the alpha protons, forming a new carbonyl bond, iodinane and acetic acid. The oxidation stops at this stage to give the aldehyde. Both Swern and Dess-Martin conditions will also convert a secondary alcohol to a ketone. Now apply what has just been discussed. OH Swern or Dess-Martin Draw the major organic product. Select Draw Rings More G → с H O Erase 2 Q
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