The carbonyl carbon is electrophilic and can undergo nucleophilic attack by carbon, oxygen, sulfur and nitrogen-containing nucleophiles. In this tutorial, we will focus on oxygen-containing nucleophiles, which form hydrates, hemiacetals and acetals. This tutorial will cover 1. formation of geminal diols or hydrates and when this reaction is favorable 2. formation of hemiacetals 3. formation of acetals 4. hydrolysis of hemiacetals and acetals 5. acetals as protecting groups Ⓒ Macmillan Learning Step 4: The acetal formation mechanism is also reversible. The reaction can be driven in the forward reaction by using an excess of alcohol and driven in the reverse direction by using an excess of water. Analyze the reaction shown: excess H₂O* ? Select the product(s) of the reaction. OH HOCH₂CH₂OH Å -OH

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter16: Aldehydes And Ketones
Section: Chapter Questions
Problem 16.45P: The following bicyclic ketone has two -carbons and three -hydrogens. When this molecule is treated...
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The carbonyl carbon is electrophilic and can undergo
nucleophilic attack by carbon, oxygen, sulfur and
nitrogen-containing nucleophiles. In this tutorial, we will
focus on oxygen-containing nucleophiles, which form
hydrates, hemiacetals and acetals. This tutorial will cover
1. formation of geminal diols or hydrates and when this
reaction is favorable
2. formation of hemiacetals
3. formation of acetals
4. hydrolysis of hemiacetals and acetals
5. acetals as protecting groups
O Macmillan Learning
Step 4: The acetal formation mechanism is also reversible.
The reaction can be driven in the forward reaction by using
an excess of alcohol and driven in the reverse direction by
using an excess of water.
Analyze the reaction shown:
excess H₂O*
?
Select the product(s) of the reaction.
HO
HOCH₂CH₂OH
HO
Transcribed Image Text:The carbonyl carbon is electrophilic and can undergo nucleophilic attack by carbon, oxygen, sulfur and nitrogen-containing nucleophiles. In this tutorial, we will focus on oxygen-containing nucleophiles, which form hydrates, hemiacetals and acetals. This tutorial will cover 1. formation of geminal diols or hydrates and when this reaction is favorable 2. formation of hemiacetals 3. formation of acetals 4. hydrolysis of hemiacetals and acetals 5. acetals as protecting groups O Macmillan Learning Step 4: The acetal formation mechanism is also reversible. The reaction can be driven in the forward reaction by using an excess of alcohol and driven in the reverse direction by using an excess of water. Analyze the reaction shown: excess H₂O* ? Select the product(s) of the reaction. HO HOCH₂CH₂OH HO
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