GENERAL, ORGANIC, BIOCHEM (ACCESS CARD)
GENERAL, ORGANIC, BIOCHEM (ACCESS CARD)
10th Edition
ISBN: 9781260886023
Author: Denniston
Publisher: INTER MCG
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Chapter 12, Problem 12.57QP

(a)

Interpretation Introduction

Interpretation:

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

    GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  1

(a)

Expert Solution
Check Mark

Explanation of Solution

The given alcohol is,

    GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  2

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,

GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  3

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.

    GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  4

(b)

Expert Solution
Check Mark

Explanation of Solution

The given alcohol is,

    GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  5

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,

GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  6

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.

    GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  7

(c)

Expert Solution
Check Mark

Explanation of Solution

The given alcohol is,

    GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  8

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,

GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  9

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.

    GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  10

(d)

Expert Solution
Check Mark

Explanation of Solution

The given alcohol is,

    GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  11

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,

GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  12

(e)

Interpretation Introduction

Interpretation:

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

    GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  13

(e)

Expert Solution
Check Mark

Explanation of Solution

The given alcohol is,

    GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  14

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,

GENERAL, ORGANIC, BIOCHEM (ACCESS CARD), Chapter 12, Problem 12.57QP , additional homework tip  15

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.

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Chapter 12 Solutions

GENERAL, ORGANIC, BIOCHEM (ACCESS CARD)

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