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Organic And Biological Chemistry

7th Edition
STOKER + 1 other
ISBN: 9781305081079

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Section
BuyFindarrow_forward

Organic And Biological Chemistry

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

What are the IUPAC names of the compounds formed when each of the following acetals or hemiacetals undergoes hydrolysis under acidic conditions?

Chapter 4, Problem 4.110EP, What are the IUPAC names of the compounds formed when each of the following acetals or hemiacetals , example  1

Chapter 4, Problem 4.110EP, What are the IUPAC names of the compounds formed when each of the following acetals or hemiacetals , example  2

Chapter 4, Problem 4.110EP, What are the IUPAC names of the compounds formed when each of the following acetals or hemiacetals , example  3

Chapter 4, Problem 4.110EP, What are the IUPAC names of the compounds formed when each of the following acetals or hemiacetals , example  4

(a)

Interpretation Introduction

Interpretation:

The IUPAC names of the product formed from hydrolysis of given acetal in an acid solution has to be given.

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.

Acetals are stable in basic solution.  But in acidic solution, they undergo hydrolysis.  Hydrolysis is a chemical reaction in which the compound splits into two or more fragments when water is added to the compound in presence of acid or base as catalyst.  Acetals undergo hydrolysis to give the respective starting materials from which it is formed.

Hemiacetal undergoes hydrolysis in acidic solution to form one alcohol molecule and ketone or aldehyde molecule.  The general reaction for hydrolysis of hemiacetal in acid solution,

Organic And Biological Chemistry, Chapter 4, Problem 4.110EP , additional homework tip  1

Acetal undergoes hydrolysis in acidic solution to form two alcohol molecules and ketone or aldehyde molecule.  The general reaction for hydrolysis of acetal in acid solution,

Organic And Biological Chemistry, Chapter 4, Problem 4.110EP , additional homework tip  2

Explanation

Given structure of compound is,

Acetal on hydrolysis gives aldehyde or ketone along with two alcohol molecules.  The two alcohol molecules are formed from the alkoxy group that is attached to the carbon atom...

(b)

Interpretation Introduction

Interpretation:

The IUPAC names of the product formed from hydrolysis of given acetal in an acid solution has to be given.

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.

Acetals are stable in basic solution.  But in acidic solution, they undergo hydrolysis.  Hydrolysis is a chemical reaction in which the compound splits into two or more fragments when water is added to the compound in presence of acid or base as catalyst.  Acetals undergo hydrolysis to give the respective starting materials from which it is formed.

Hemiacetal undergoes hydrolysis in acidic solution to form one alcohol molecule and ketone or aldehyde molecule.  The general reaction for hydrolysis of hemiacetal in acid solution,

Organic And Biological Chemistry, Chapter 4, Problem 4.110EP , additional homework tip  3

Acetal undergoes hydrolysis in acidic solution to form two alcohol molecules and ketone or aldehyde molecule.  The general reaction for hydrolysis of acetal in acid solution,

Organic And Biological Chemistry, Chapter 4, Problem 4.110EP , additional homework tip  4

(c)

Interpretation Introduction

Interpretation:

The IUPAC names of the product formed from hydrolysis of given acetal in an acid solution has to be given.

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.

Acetals are stable in basic solution.  But in acidic solution, they undergo hydrolysis.  Hydrolysis is a chemical reaction in which the compound splits into two or more fragments when water is added to the compound in presence of acid or base as catalyst.  Acetals undergo hydrolysis to give the respective starting materials from which it is formed.

Hemiacetal undergoes hydrolysis in acidic solution to form one alcohol molecule and ketone or aldehyde molecule.  The general reaction for hydrolysis of hemiacetal in acid solution,

Organic And Biological Chemistry, Chapter 4, Problem 4.110EP , additional homework tip  5

Acetal undergoes hydrolysis in acidic solution to form two alcohol molecules and ketone or aldehyde molecule.  The general reaction for hydrolysis of acetal in acid solution,

Organic And Biological Chemistry, Chapter 4, Problem 4.110EP , additional homework tip  6

(d)

Interpretation Introduction

Interpretation:

The IUPAC names of the product formed from hydrolysis of given acetal in an acid solution has to be given.

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.

Acetals are stable in basic solution.  But in acidic solution, they undergo hydrolysis.  Hydrolysis is a chemical reaction in which the compound splits into two or more fragments when water is added to the compound in presence of acid or base as catalyst.  Acetals undergo hydrolysis to give the respective starting materials from which it is formed.

Hemiacetal undergoes hydrolysis in acidic solution to form one alcohol molecule and ketone or aldehyde molecule.  The general reaction for hydrolysis of hemiacetal in acid solution,

Organic And Biological Chemistry, Chapter 4, Problem 4.110EP , additional homework tip  7

Acetal undergoes hydrolysis in acidic solution to form two alcohol molecules and ketone or aldehyde molecule.  The general reaction for hydrolysis of acetal in acid solution,

Organic And Biological Chemistry, Chapter 4, Problem 4.110EP , additional homework tip  8

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