Connect 2-Year Online Access for General, Organic, and Biochemistry
Connect 2-Year Online Access for General, Organic, and Biochemistry
9th Edition
ISBN: 9781259677946
Author: Denniston
Publisher: Mcgraw-hill Higher Education (us)
Question
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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.

    Connect 2-Year Online Access for General, Organic, and Biochemistry, Chapter 12, Problem 12.57QP , additional homework tip  1

(a)

Expert Solution
Check Mark

Explanation of Solution

The given alcohol is,

    Connect 2-Year Online Access for General, Organic, and Biochemistry, 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,

Connect 2-Year Online Access for General, Organic, and Biochemistry, 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.

    Connect 2-Year Online Access for General, Organic, and Biochemistry, Chapter 12, Problem 12.57QP , additional homework tip  4

(b)

Expert Solution
Check Mark

Explanation of Solution

The given alcohol is,

    Connect 2-Year Online Access for General, Organic, and Biochemistry, 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,

Connect 2-Year Online Access for General, Organic, and Biochemistry, 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.

    Connect 2-Year Online Access for General, Organic, and Biochemistry, Chapter 12, Problem 12.57QP , additional homework tip  7

(c)

Expert Solution
Check Mark

Explanation of Solution

The given alcohol is,

    Connect 2-Year Online Access for General, Organic, and Biochemistry, 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,

Connect 2-Year Online Access for General, Organic, and Biochemistry, 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.

    Connect 2-Year Online Access for General, Organic, and Biochemistry, Chapter 12, Problem 12.57QP , additional homework tip  10

(d)

Expert Solution
Check Mark

Explanation of Solution

The given alcohol is,

    Connect 2-Year Online Access for General, Organic, and Biochemistry, 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,

Connect 2-Year Online Access for General, Organic, and Biochemistry, 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.

    Connect 2-Year Online Access for General, Organic, and Biochemistry, Chapter 12, Problem 12.57QP , additional homework tip  13

(e)

Expert Solution
Check Mark

Explanation of Solution

The given alcohol is,

    Connect 2-Year Online Access for General, Organic, and Biochemistry, 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,

Connect 2-Year Online Access for General, Organic, and Biochemistry, 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

Connect 2-Year Online Access for General, Organic, and Biochemistry

Ch. 12.4 - Prob. 12.3QCh. 12.4 - Prob. 12.4QCh. 12.4 - Prob. 12.5QCh. 12.4 - Prob. 12.6QCh. 12.4 - Prob. 12.7QCh. 12.4 - Prob. 12.8QCh. 12.6 - Prob. 12.9QCh. 12.6 - Prob. 12.10QCh. 12.7 - Name the following ethers using IUPAC...Ch. 12.7 - Prob. 12.10PPCh. 12.7 - Prob. 12.11PPCh. 12.7 - Prob. 12.11QCh. 12.7 - Prob. 12.12QCh. 12.8 - Prob. 12.12PPCh. 12 - Prob. 12.13QPCh. 12 - Prob. 12.14QPCh. 12 - Prob. 12.15QPCh. 12 - Prob. 12.16QPCh. 12 - Prob. 12.17QPCh. 12 - Prob. 12.18QPCh. 12 - Prob. 12.19QPCh. 12 - Prob. 12.20QPCh. 12 - Stingless bees use complex systems to communicate....Ch. 12 - Prob. 12.22QPCh. 12 - Prob. 12.23QPCh. 12 - Prob. 12.24QPCh. 12 - Prob. 12.25QPCh. 12 - Prob. 12.26QPCh. 12 - Prob. 12.27QPCh. 12 - Prob. 12.28QPCh. 12 - Prob. 12.29QPCh. 12 - Prob. 12.30QPCh. 12 - Prob. 12.31QPCh. 12 - Prob. 12.32QPCh. 12 - Prob. 12.33QPCh. 12 - Prob. 12.34QPCh. 12 - Prob. 12.35QPCh. 12 - Prob. 12.36QPCh. 12 - Prob. 12.37QPCh. 12 - Prob. 12.38QPCh. 12 - Prob. 12.39QPCh. 12 - Prob. 12.40QPCh. 12 - Prob. 12.41QPCh. 12 - Prob. 12.42QPCh. 12 - Prob. 12.43QPCh. 12 - Prob. 12.44QPCh. 12 - Prob. 12.45QPCh. 12 - Prob. 12.46QPCh. 12 - Prob. 12.47QPCh. 12 - Prob. 12.48QPCh. 12 - Prob. 12.49QPCh. 12 - Prob. 12.50QPCh. 12 - Prob. 12.51QPCh. 12 - Prob. 12.52QPCh. 12 - Prob. 12.53QPCh. 12 - Prob. 12.54QPCh. 12 - Prob. 12.55QPCh. 12 - Prob. 12.56QPCh. 12 - Prob. 12.57QPCh. 12 - Prob. 12.58QPCh. 12 - Prob. 12.59QPCh. 12 - Prob. 12.60QPCh. 12 - Prob. 12.61QPCh. 12 - Prob. 12.62QPCh. 12 - Prob. 12.63QPCh. 12 - Prob. 12.64QPCh. 12 - Prob. 12.65QPCh. 12 - Prob. 12.66QPCh. 12 - Prob. 12.67QPCh. 12 - Prob. 12.68QPCh. 12 - Prob. 12.69QPCh. 12 - Prob. 12.70QPCh. 12 - Prob. 12.71QPCh. 12 - Prob. 12.72QPCh. 12 - Prob. 12.73QPCh. 12 - Prob. 12.74QPCh. 12 - Prob. 12.75QPCh. 12 - Prob. 12.76QPCh. 12 - Prob. 12.77QPCh. 12 - Prob. 12.78QPCh. 12 - Prob. 12.79QPCh. 12 - Prob. 12.80QPCh. 12 - Prob. 12.81QPCh. 12 - Prob. 12.82QPCh. 12 - Prob. 12.83QPCh. 12 - Prob. 12.84QPCh. 12 - Prob. 12.85QPCh. 12 - Write the IUPAC and common name for each of the...Ch. 12 - Prob. 12.87QPCh. 12 - Prob. 12.88QPCh. 12 - Prob. 12.89QPCh. 12 - Prob. 12.90QPCh. 12 - Prob. 12.91QPCh. 12 - Prob. 12.92QPCh. 12 - Prob. 1CPCh. 12 - Prob. 4CPCh. 12 - Prob. 5CP
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