ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
Question
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Chapter 12, Problem 12.12SP

(a)

Interpretation Introduction

To determine: The characteristic infrared absorptions of the functional groups in the given molecule.

Interpretation: The characteristic infrared absorptions of the functional groups in the given molecule are to be predicted.

Concept introduction: An IR spectrum is a graph for the energy absorbed by a molecule as a function of the frequency or wavelength of light. Alkanes, alkenes and alkynes have characteristic CH stretching frequencies. Isolated alkenes have value 16401680cm1 and that of conjugated alkenes have 16201640cm1 frequencies.

(a)

Expert Solution
Check Mark

Answer to Problem 12.12SP

The characteristic infrared absorptions of the functional groups in the given molecule are,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  1

Figure 1

Explanation of Solution

The structure of the given molecule is,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  2

Figure 2

The possibilities of the IR stretching frequencies for the given molecule are shown as,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  3

Figure 1

So, the stretching frequencies of C=C is 1660cm1, C-C is 1200cm1 and C-H is 3000cm1.

(b)

Interpretation Introduction

To determine: The characteristic infrared absorptions of the functional groups in the given molecule.

Interpretation: The characteristic infrared absorptions of the functional groups in the given molecule are to be predicted.

Concept introduction: An IR spectrum is a graph for the energy absorbed by a molecule as a function of the frequency or wavelength of light. Alkanes, alkenes and alkynes have characteristic CH stretching frequencies. Isolated alkenes have value 16401680cm1 and that of conjugated alkenes have 16201640cm1 frequencies.

(b)

Expert Solution
Check Mark

Answer to Problem 12.12SP

The characteristic infrared absorptions of the functional groups in the given molecule are,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  4

Figure 3

Explanation of Solution

The structure of the given molecule is,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  5

Figure 4

The possibilities of the IR stretching frequencies for the given molecule are shown as,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  6

Figure 3

So, the stretching frequencies of C-O is 1050cm1, C-C is 1200cm1, C-H is 3000cm1 and O-H is 3300cm1

(c)

Interpretation Introduction

To determine: The characteristic infrared absorptions of the functional groups in the given molecule.

Interpretation: The characteristic infrared absorptions of the functional groups in the given molecule are to be predicted.

Concept introduction: An IR spectrum is a graph for the energy absorbed by a molecule as a function of the frequency or wavelength of light. Alkanes, alkenes and alkynes have characteristic CH stretching frequencies. Isolated alkenes have value 16401680cm1 and that of conjugated alkenes have 16201640cm1 frequencies.

(c)

Expert Solution
Check Mark

Answer to Problem 12.12SP

The characteristic infrared absorptions of the functional groups in the given molecule are,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  7

Figure 5

Explanation of Solution

The structure of the given molecule is,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  8

Figure 6

The possibilities of the IR stretching frequencies for the given molecule are shown as,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  9

Figure 5

So, the stretching frequencies of C-C is 1200cm1, C-H is 3000cm1 and C=O is 1710cm1.

(d)

Interpretation Introduction

To determine: The characteristic infrared absorptions of the functional groups in the given molecule.

Interpretation: The characteristic infrared absorptions of the functional groups in the given molecule are to be predicted.

Concept introduction: An IR spectrum is a graph for the energy absorbed by a molecule as a function of the frequency or wavelength of light. Alkanes, alkenes and alkynes have characteristic CH stretching frequencies. Isolated alkenes have value 16401680cm1 and that of conjugated alkenes have 16201640cm1 frequencies.

(d)

Expert Solution
Check Mark

Answer to Problem 12.12SP

The characteristic infrared absorptions of the functional groups in the given molecule are,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  10

Figure 7

Explanation of Solution

The structure of the given molecule is,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  11

Figure 8

The possibilities of the IR stretching frequencies for the given molecule are shown as,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  12

Figure 7

So, the stretching frequencies of C-C is 1200cm1, C-H is 3000cm1 and CC is 2200cm1.

(e)

Interpretation Introduction

To determine: The characteristic infrared absorptions of the functional groups in the given molecule.

Interpretation: The characteristic infrared absorptions of the functional groups in the given molecule are to be predicted.

Concept introduction: An IR spectrum is a graph for the energy absorbed by a molecule as a function of the frequency or wavelength of light. Alkanes, alkenes and alkynes have characteristic CH stretching frequencies. Isolated alkenes have value 16401680cm1  and that of conjugated alkenes have 16201640cm1 frequencies.

(e)

Expert Solution
Check Mark

Answer to Problem 12.12SP

The characteristic infrared absorptions of the functional groups in the given molecule are,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  13

Figure 9

Explanation of Solution

The structure of the given molecule is,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  14

Figure 10

The possibilities of the IR stretching frequencies for the given molecule are shown as,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  15

Figure 9

So, the stretching frequencies of C-N is 1200cm1 and N-H is 3300cm1.

(f)

Interpretation Introduction

To determine: The characteristic infrared absorptions of the functional groups in the given molecule.

Interpretation: The characteristic infrared absorptions of the functional groups in the given molecule is to be predicted.

Concept introduction: An IR spectrum is a graph for the energy absorbed by a molecule as a function of the frequency or wavelength of light. Alkanes, alkenes and alkynes have characteristic CH stretching frequencies. Isolated alkenes have value 16401680cm1  and that of conjugated alkenes have 16201640cm1 frequencies.

(f)

Expert Solution
Check Mark

Answer to Problem 12.12SP

The characteristic infrared absorptions of the functional groups in the given molecule are,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  16

Figure 11

Explanation of Solution

The structure of the given molecule is,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  17

Figure 12

The possibilities of the IR stretching frequencies for the given molecule are shown as,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  18

Figure 11

So, the stretching frequencies of C-C is 1200cm1, C-H is 3000cm1, C=O is 1710cm1, C-O is 1050cm1 and O-H is 3300cm1.

(g)

Interpretation Introduction

To determine: The characteristic infrared absorptions of the functional groups in the given molecule.

Interpretation: The characteristic infrared absorptions of the functional groups in the given molecule are to be predicted.

Concept introduction: An IR spectrum is a graph for the energy absorbed by a molecule as a function of the frequency or wavelength of light. Alkanes, alkenes and alkynes have characteristic CH stretching frequencies. Isolated alkenes have value 16401680cm1  and that of conjugated alkenes have 16201640cm1 frequencies.

(g)

Expert Solution
Check Mark

Answer to Problem 12.12SP

The characteristic infrared absorptions of the functional groups in the given molecule are,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  19

Figure 13

Explanation of Solution

The structure of the given molecule is,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  20

Figure 14

The possibilities of the IR stretching frequencies for the given molecule are shown as,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  21

Figure 13

So, the stretching frequencies of C-C is 1200cm1, C-H is 3000cm1 and CN is 2200cm1.

(h)

Interpretation Introduction

To determine: The characteristic infrared absorptions of the functional groups in the given molecule.

Interpretation: The characteristic infrared absorptions of the functional groups in the given molecule are to be predicted.

Concept introduction: An IR spectrum is a graph for the energy absorbed by a molecule as a function of the frequency or wavelength of light. Alkanes, alkenes and alkynes have characteristic CH stretching frequencies. Isolated alkenes have value 16401680cm1 and that of conjugated alkenes have 16201640cm1 frequencies.

(h)

Expert Solution
Check Mark

Answer to Problem 12.12SP

The characteristic infrared absorptions of the functional groups in the given molecule are,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  22

Figure 15

Explanation of Solution

The structure of the given molecule is,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  23

Figure 16

The possibilities of the IR stretching frequencies for the given molecule are shown as,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  24

Figure 15

So, the stretching frequencies of C-O is 1050cm1, C-H is 3000cm1, C-C is 1200cm1 and C=O is 1735cm1.

(i)

Interpretation Introduction

To determine: The characteristic infrared absorptions of the functional groups in the given molecule.

Interpretation: The characteristic infrared absorptions of the functional groups in the given molecule are to be predicted.

Concept introduction: An IR spectrum is a graph for the energy absorbed by a molecule as a function of the frequency or wavelength of light. Alkanes, alkenes and alkynes have characteristic CH stretching frequencies. Isolated alkenes have value 16401680cm1 and that of conjugated alkenes have 16201640cm1 frequencies.

(i)

Expert Solution
Check Mark

Answer to Problem 12.12SP

The characteristic infrared absorptions of the functional groups in the given molecule are,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  25

Figure 17

Explanation of Solution

The structure of the given molecule is,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  26

Figure 18

The possibilities of the IR stretching frequencies for the given molecule are shown as,

ORGANIC CHEMISTRY, Chapter 12, Problem 12.12SP , additional homework tip  27

Figure 17

So, the stretching frequencies of C-H is 3000cm1, C-C is 1200cm1, C=O is 1640cm1 and N-H is 3300cm1.

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Students have asked these similar questions
Organic Chemistry: IR spectroscopy  A student obtains an IR spectrum with an intense, broad absorption at about 3350 cm-1. The student claims that the sample is an alcohol, but the professor says that the absorption is there because the sample is contaminated with water. What peak(s) could be looked for to show that the sample is indeed an alcohol? Which functional groups would make it difficult to use this strategy?
An oxygen-containing compound shows an absorption band at 1700 cm', and no absorption at 3300 cm', 2700 cm', or 1100 cm1. Which class of compounds is suggested in the given information? A. Carboxylic Acid B. Ester C. Ketone D. Aldehyde E. Alcohol
1. та 2. Stereo cleme must be shown! H+, H2O 1) Идели), Ne BHY 3. Сп, столо+8 от 8 4. Нf. НВс i wоrkuю, Lite H+/H₂D PH lén сценз CA OH OCH3
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