Chapter 12, Problem 12.57QP

(a)

Interpretation Introduction

Interpretation:

The IUPAC name for the given alcohol and its oxidation product has to be written.

    

Explanation of Solution

The given alcohol is,

    

Parent compound    :    pentane

Position of –OH    :    carbon – 3

Substituent         :    No substituent present

IUPAC Name        :    pentan-3-ol

Therefore, the IUPAC nomenclature for the given alcohol is pentan-3-ol.

Pentan-3-ol is a secondary alcohol it undergoes oxidation reaction to produce 3-pentanone.  The reaction can be shown as follows,

Parent compound    :    pentane

Position of $-C=O$     :    carbon – 3

Substituent         :    No substituent present

IUPAC Name        :    pentan-3-one

Therefore, the IUPAC nomenclature for the given product is pentan-3-one.

(b)

Interpretation Introduction

Interpretation:

The IUPAC name for the given alcohol and its oxidation product has to be written.

    

Explanation of Solution

The given alcohol is,

    

Parent compound    :    propane

Position of –OH    :    carbon – 1

Substituent         :    No substituent present

IUPAC Name        :    propan-1-ol

Therefore, the IUPAC nomenclature for the given alcohol is propan-1-ol.

Propan-1-ol is a primary alcohol it undergoes oxidation reaction to produce propanal and forms propanoic acid on further oxidation.  The reaction can be shown as follows,

Parent compound    :    propane

Position of $-C=O$     :    carbon – 1

Substituent         :    No substituent present

IUPAC Name        :    propan-1-al

Therefore, the IUPAC nomenclature for the given product is propan-1-al.

(c)

Interpretation Introduction

Interpretation:

The IUPAC name for the given alcohol and its oxidation product has to be written.

    

Explanation of Solution

The given alcohol is,

    

Parent compound    :    pentane

Position of –OH    :    carbon – 2

Substituent         :    4-methyl

IUPAC Name        :    4-methylpentan-2-ol

Therefore, the IUPAC nomenclature for the given alcohol is 4-methylpentan-2-ol.

4-methylpentan-2-ol is a secondary alcohol it undergoes oxidation reaction to produce 4-methylpentan-2-one.  The reaction can be shown as follows,

Parent compound    :    pentane

Position of $-C=O$     :    carbon – 2

Substituent         :    4-methyl

IUPAC Name        :    4-methylpentan-2-one

Therefore, the IUPAC nomenclature for the given product is 4-methylpentan-2-one.

(d)

Interpretation Introduction

Interpretation:

The IUPAC name for the given alcohol and its oxidation product has to be written.

    

Explanation of Solution

The given alcohol is,

    

Parent compound    :    butane

Position of –OH    :    carbon – 2

Substituent         :    2-methyl

IUPAC Name        :    2-methylbutan-2-ol

Therefore, the IUPAC nomenclature for the given alcohol is 2-methylbutan-2-ol.

2-methylbutan-2-ol is a tertiary alcohol it does not undergoes oxidation reaction.  Hence the it considered as N.R and it can be shown as follows,

(e)

Interpretation Introduction

Interpretation:

The IUPAC name for the given alcohol and its oxidation product has to be written.

    

Explanation of Solution

The given alcohol is,

    

Parent compound    :    propane

Position of –OH    :    carbon – 1

Substituent         :    3-phenyl

IUPAC Name        :    3-phenylpropan-1-ol

Therefore, the IUPAC nomenclature for the given alcohol is 3-phenylpropan-1-ol.

3-phenylpropan-1-ol is a primary alcohol it undergoes oxidation reaction to produce 3-phenylpropan-1-al and forms 3-phenylpropanoic acid on further oxidation.  The reaction can be shown as follows,

Parent compound    :    propane

Position of $-C=O$     :    carbon – 1

Substituent         :    3-phenyl

IUPAC Name        :    3-phenylpropan-1-al

Therefore, the IUPAC nomenclature for the given product is 3-phenylpropan-1-al.