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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

Draw the structural formula of the hemiacetal formed from each of the following pairs of reactants.

  1. a. Acetaldehyde and methanol
  2. b. 2-Pentanone and ethyl alcohol
  3. c. Butanal and isopropyl alcohol
  4. d. Acetone and ethanol

(a)

Interpretation Introduction

Interpretation:

The structural formula of hemiacetal that is formed when acetaldehyde and methanol reacts has to be drawn.

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 an 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 4.96EP , additional homework tip  1

Explanation

Given reactant are acetaldehyde and methanol.  When these two compounds are reacted, hemiacetal is formed.  Methanol splits up into two fragments and the alkoxy fragment attaches to the carbonyl carbon atom of acetaldehyde.  The hydrogen fragment attaches to the carbonyl oxygen atom...

(b)

Interpretation Introduction

Interpretation:

The structural formula of hemiacetal that is formed when 2-pentanone and ethyl alcohol reacts has to be drawn.

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 an 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 4.96EP , additional homework tip  2

(c)

Interpretation Introduction

Interpretation:

The structural formula of hemiacetal that is formed when butanal and isopropyl alcohol reacts has to be drawn.

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 an 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 4.96EP , additional homework tip  3

(d)

Interpretation Introduction

Interpretation:

The structural formula of hemiacetal that is formed when acetone and ethanol reacts has to be drawn.

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 an 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 4.96EP , additional homework tip  4

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