Organic And Biological Chemistry
Organic And Biological Chemistry
7th Edition
ISBN: 9781305081079
Author: STOKER, H. Stephen (howard Stephen)
Publisher: Cengage Learning,
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Chapter 4, Problem 4.109EP

(a)

Interpretation Introduction

Interpretation:

The IUPAC names of the product formed from hydrolysis of given hemiacetal 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 4.109EP , 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 4.109EP , additional homework tip  2

(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 4.109EP , 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 4.109EP , additional homework tip  4

(c)

Interpretation Introduction

Interpretation:

The IUPAC names of the product formed from hydrolysis of given hemiacetal 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 4.109EP , 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 4.109EP , 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 4.109EP , 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 4.109EP , additional homework tip  8

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Chapter 4 Solutions

Organic And Biological Chemistry

Ch. 4.4 - Prob. 3QQCh. 4.4 - Prob. 4QQCh. 4.4 - Prob. 5QQCh. 4.5 - Prob. 1QQCh. 4.5 - Prob. 2QQCh. 4.5 - Prob. 3QQCh. 4.5 - Prob. 4QQCh. 4.5 - Prob. 5QQCh. 4.6 - Prob. 1QQCh. 4.6 - Prob. 2QQCh. 4.6 - Prob. 3QQCh. 4.7 - Prob. 1QQCh. 4.7 - Prob. 2QQCh. 4.8 - Prob. 1QQCh. 4.8 - Prob. 2QQCh. 4.9 - Prob. 1QQCh. 4.9 - Prob. 2QQCh. 4.10 - Prob. 1QQCh. 4.10 - Prob. 2QQCh. 4.10 - Prob. 3QQCh. 4.10 - Prob. 4QQCh. 4.11 - Prob. 1QQCh. 4.11 - Prob. 2QQCh. 4.11 - Prob. 3QQCh. 4.11 - Prob. 4QQCh. 4.11 - Prob. 5QQCh. 4.12 - Prob. 1QQCh. 4.12 - Prob. 2QQCh. 4 - Prob. 4.1EPCh. 4 - Prob. 4.2EPCh. 4 - Prob. 4.3EPCh. 4 - In terms of polarity, which carbonyl group atom...Ch. 4 - Prob. 4.5EPCh. 4 - Prob. 4.6EPCh. 4 - Prob. 4.7EPCh. 4 - Prob. 4.8EPCh. 4 - Prob. 4.9EPCh. 4 - Prob. 4.10EPCh. 4 - Prob. 4.11EPCh. 4 - Classify each of the following structures as an...Ch. 4 - Prob. 4.13EPCh. 4 - Prob. 4.14EPCh. 4 - Prob. 4.15EPCh. 4 - Prob. 4.16EPCh. 4 - Prob. 4.17EPCh. 4 - Prob. 4.18EPCh. 4 - Prob. 4.19EPCh. 4 - Prob. 4.20EPCh. 4 - Prob. 4.21EPCh. 4 - Prob. 4.22EPCh. 4 - Prob. 4.23EPCh. 4 - Prob. 4.24EPCh. 4 - Prob. 4.25EPCh. 4 - Prob. 4.26EPCh. 4 - Prob. 4.27EPCh. 4 - Prob. 4.28EPCh. 4 - Name the functional group(s) present in each of...Ch. 4 - Prob. 4.30EPCh. 4 - Prob. 4.31EPCh. 4 - Prob. 4.32EPCh. 4 - Prob. 4.33EPCh. 4 - Prob. 4.34EPCh. 4 - Prob. 4.35EPCh. 4 - Prob. 4.36EPCh. 4 - Draw a structural formula for each of the...Ch. 4 - Prob. 4.38EPCh. 4 - Prob. 4.39EPCh. 4 - Prob. 4.40EPCh. 4 - Draw a structural formula for each of the...Ch. 4 - Prob. 4.42EPCh. 4 - Prob. 4.43EPCh. 4 - Name the functional group(s) present in each of...Ch. 4 - Prob. 4.45EPCh. 4 - Prob. 4.46EPCh. 4 - Prob. 4.47EPCh. 4 - Prob. 4.48EPCh. 4 - Prob. 4.49EPCh. 4 - Give IUPAC names for all saturated...Ch. 4 - Prob. 4.51EPCh. 4 - Prob. 4.52EPCh. 4 - Prob. 4.53EPCh. 4 - Prob. 4.54EPCh. 4 - Prob. 4.55EPCh. 4 - Prob. 4.56EPCh. 4 - Prob. 4.57EPCh. 4 - Prob. 4.58EPCh. 4 - Prob. 4.59EPCh. 4 - Prob. 4.60EPCh. 4 - Prob. 4.61EPCh. 4 - Prob. 4.62EPCh. 4 - Prob. 4.63EPCh. 4 - Prob. 4.64EPCh. 4 - Which member in each of the following pairs of...Ch. 4 - Prob. 4.66EPCh. 4 - Which member in each of the following pairs of...Ch. 4 - Prob. 4.68EPCh. 4 - Prob. 4.69EPCh. 4 - How many hydrogen bonds can form between an...Ch. 4 - Prob. 4.71EPCh. 4 - Prob. 4.72EPCh. 4 - Draw the structure of the alcohol needed to...Ch. 4 - Prob. 4.74EPCh. 4 - Prob. 4.75EPCh. 4 - Prob. 4.76EPCh. 4 - Prob. 4.77EPCh. 4 - Prob. 4.78EPCh. 4 - Prob. 4.79EPCh. 4 - Prob. 4.80EPCh. 4 - Prob. 4.81EPCh. 4 - Which of the following compounds would react with...Ch. 4 - Prob. 4.83EPCh. 4 - Prob. 4.84EPCh. 4 - Which of the three compounds pentanal,...Ch. 4 - Prob. 4.86EPCh. 4 - Prob. 4.87EPCh. 4 - Prob. 4.88EPCh. 4 - Prob. 4.89EPCh. 4 - Prob. 4.90EPCh. 4 - Prob. 4.91EPCh. 4 - Indicate whether each of the following compounds...Ch. 4 - Which carbon atom is the hemiacetal carbon atom in...Ch. 4 - Which carbon atom is the hemiacetal carbon atom in...Ch. 4 - Prob. 4.95EPCh. 4 - Prob. 4.96EPCh. 4 - Prob. 4.97EPCh. 4 - Prob. 4.98EPCh. 4 - Prob. 4.99EPCh. 4 - Indicate whether each of the following compounds...Ch. 4 - Prob. 4.101EPCh. 4 - Prob. 4.102EPCh. 4 - Prob. 4.103EPCh. 4 - Prob. 4.104EPCh. 4 - Prob. 4.105EPCh. 4 - Prob. 4.106EPCh. 4 - Prob. 4.107EPCh. 4 - Name each of the compounds in Problem 15-106 in...Ch. 4 - Prob. 4.109EPCh. 4 - Prob. 4.110EPCh. 4 - Prob. 4.111EPCh. 4 - Prob. 4.112EPCh. 4 - Prob. 4.113EPCh. 4 - Prob. 4.114EPCh. 4 - Prob. 4.115EPCh. 4 - Prob. 4.116EPCh. 4 - Prob. 4.117EPCh. 4 - Prob. 4.118EP
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