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Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079

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Chapter
Section
BuyFindarrow_forward

Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079
Textbook Problem

Which carbon atom is the acetal carbon atom in each of the following structures?

Chapter 4, Problem 4.102EP, Which carbon atom is the acetal carbon atom in each of the following structures? , example  1

Chapter 4, Problem 4.102EP, Which carbon atom is the acetal carbon atom in each of the following structures? , example  2

(a)

Interpretation Introduction

Interpretation:

The acetal carbon atom in the given structure has to be identified.

Concept Introduction:

Aldehydes contain a carbonyl group that is bonded to a hydrogen atom and a carbon atom.  Ketones are compounds that contain a carbonyl group bonded to two carbon atoms.  Aldehydes and ketones undergo addition reaction across the carbonyl group.

Aldehydes and ketones react with alcohol to form hemiacetal as the product.  This reacts with further molecule of aldehyde or ketone to form acetal.

Acetal is formed when the formed hemiacetal reacts with further alcohol molecule so that the hydroxyl group in the hemiacetal is converted into alkoxy group.  This can be shown as given below,

Organic And Biological Chemistry, Chapter 4, Problem 4.102EP , additional homework tip  1

Acetal contains two alkoxy groups substituted on the same carbon atom.  This carbon atom is known as acetal carbon atom.

Explanation

Given structure is,

A compound is said to be acetal if it contains two alkoxy groups on the same carbon atom.  Looking into the structure above, the carbon atom that is bonded to tw...

(b)

Interpretation Introduction

Interpretation:

The acetal carbon atom in the given structure has to be identified.

Concept Introduction:

Aldehydes contain a carbonyl group that is bonded to a hydrogen atom and a carbon atom.  Ketones are compounds that contain a carbonyl group bonded to two carbon atoms.  Aldehydes and ketones undergo addition reaction across the carbonyl group.

Aldehydes and ketones react with alcohol to form hemiacetal as the product.  This reacts with further molecule of aldehyde or ketone to form acetal.

Acetal is formed when the formed hemiacetal reacts with further alcohol molecule so that the hydroxyl group in the hemiacetal is converted into alkoxy group.  This can be shown as given below,

Organic And Biological Chemistry, Chapter 4, Problem 4.102EP , additional homework tip  2

Acetal contains two alkoxy groups substituted on the same carbon atom.  This carbon atom is known as acetal carbon atom.

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