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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 hemiacetal carbon atom in each of the following structures?

Chapter 4, Problem 4.94EP, Which carbon atom is the hemiacetal carbon atom in each of the following structures? , example  1

Chapter 4, Problem 4.94EP, Which carbon atom is the hemiacetal carbon atom in each of the following structures? , example  2

(a)

Interpretation Introduction

Interpretation:

The hemiacetal 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.

Hemiacetal is a addition product that is obtained by reaction between aldehyde or ketone with alcohol.  The general reaction of hemiacetal formation can be given as,

Organic And Biological Chemistry, Chapter 4, Problem 4.94EP , additional homework tip  1

From the above general structure of hemiacetal it is found that it is an organic compound that contains a carbon atom that is bonded to an alkoxy group and a hydroxyl group.

Organic And Biological Chemistry, Chapter 4, Problem 4.94EP , additional homework tip  2

The carbon atom that contains both alkoxy group and the hydroxyl group is the hemiacetal carbon atom.

Explanation

Given structure is,

A compound is said to be hemiacetal if it contains a hydroxyl group and an alkoxy group on the same carbon atom.  Looking into the structure above, the carbon atom that is bonded to a ...

(b)

Interpretation Introduction

Interpretation:

The hemiacetal 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.

Hemiacetal is a addition product that is obtained by reaction between aldehyde or ketone with alcohol.  The general reaction of hemiacetal formation can be given as,

Organic And Biological Chemistry, Chapter 4, Problem 4.94EP , additional homework tip  3

From the above general structure of hemiacetal it is found that it is an organic compound that contains a carbon atom that is bonded to an alkoxy group and a hydroxyl group.

Organic And Biological Chemistry, Chapter 4, Problem 4.94EP , additional homework tip  4

The carbon atom that contains both alkoxy group and the hydroxyl group is the hemiacetal carbon atom.

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