ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 13, Problem 13.42P

What major IR absorptions are present above 1500 cm - 1 for each compound?

a. Chapter 13, Problem 13.42P, 13.42 What major IR absorptions are present above  for each compound?
		a. b. c. d. 
 , example  1b. Chapter 13, Problem 13.42P, 13.42 What major IR absorptions are present above  for each compound?
		a. b. c. d. 
 , example  2c. Chapter 13, Problem 13.42P, 13.42 What major IR absorptions are present above  for each compound?
		a. b. c. d. 
 , example  3d. Chapter 13, Problem 13.42P, 13.42 What major IR absorptions are present above  for each compound?
		a. b. c. d. 
 , example  4

Expert Solution
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Interpretation Introduction

(a)

Interpretation: The major IR absorptions present above 1500 cm1 for the given compound are to be predicted.

Concept introduction: IR spectroscopy is used to identify the functional group present in a compound. Each and every bond vibrates at a characteristic frequency.

Answer to Problem 13.42P

The major IR absorption peaks are observed for Csp-H bond at 3300 cm1 and CspCsp bond at 2250 cm1 respectively.

Explanation of Solution

The given compound is ethynylcyclohexane as shown below.

ORGANIC CHEMISTRY, Chapter 13, Problem 13.42P , additional homework tip  1

Figure 1

It contains Csp-H and CspCsp bonds. Hence, the major IR absorption peaksare observed for Csp-H bond at 3300 cm1 and CspCsp bond at 2250 cm1 respectively.

Conclusion

The major IR absorption peaks are observed for Csp-H bond at 3300 cm1 and CspCsp bond at 2250 cm1 respectively.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The major IR absorptions present above 1500 cm1 for the given compound are to be predicted.

Concept introduction: IR spectroscopy is used to identify the functional group present in a compound. Each and every bond vibrates at a characteristic frequency.

Answer to Problem 13.42P

The major IR absorptions are observed for Csp3H bond at 3000-2850 cm1 and OH at 3600-3200 cm1 respectively.

Explanation of Solution

The given compound is hexan-2-ol as shown below.

ORGANIC CHEMISTRY, Chapter 13, Problem 13.42P , additional homework tip  2

Figure 2

It contains Csp3H and OH bonds. Hence, the major IR absorptions are observed for Csp3H bond at 3000-2850 cm1 and OH bond at 3600-3200 cm1 respectively.

Conclusion

The major IR absorptions are observed for Csp3H bond at 3000-2850 cm1 and OH at 3600-3200 cm1 respectively.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation: The major IR absorptions present above 1500 cm1 for a given compound are to be predicted.

Concept introduction: IR spectroscopy is used to identify the functional group present in a compound. Each and every bond vibrates at a characteristic frequency.

Answer to Problem 13.42P

The major IR absorptions are observed for Csp3H bond at 3000-2850 cm1 and Csp2=O bond at 1700 cm1 respectively.

Explanation of Solution

The given compound is hept-2-one as shown below.

ORGANIC CHEMISTRY, Chapter 13, Problem 13.42P , additional homework tip  3

Figure 3

It contains Csp3H and Csp2=O bonds. Hence, the major IR absorptions are observed for Csp3H bond at 3000-2850 cm1 and Csp2=O bond at 1700 cm1 respectively.

Conclusion

The major IR absorptions are observed for Csp3H bond at 3000-2850 cm1 and Csp2=O bond at 1700 cm1 respectively.

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation: The major IR absorptions are present above 1500 cm1 for a given compound are to be predicted.

Concept introduction: IR spectroscopy is used to identify the functional group present in a compound. Each and every bond vibrates at a characteristic frequency.

Answer to Problem 13.42P

The major IR absorptions are observed for OH bond of carboxylic group at 3400-2400 cm1, Csp2=Csp2 bond at 1650-1550 cm1 (aromatic) and Csp2=O bond of carboxylic group at 1700 cm1 respectively.

Explanation of Solution

The given compound is benzoic acid as shown below.

ORGANIC CHEMISTRY, Chapter 13, Problem 13.42P , additional homework tip  4

Figure 4

 It contains, OH, Csp2=Csp2, Csp2=O bonds. Hence, the major IR absorptions are observed for O-H bond of carboxylic group at 3400-2400 cm1, Csp2=Csp2 bond at 1650-1550 cm1 (aromatic) and Csp2=O bond of carboxylic group at 1700 cm1 respectively.

Conclusion

The major IR absorptions are observed for OH bond of carboxylic group at 3400-2400 cm1, Csp2=Csp2 bond at 1650-1550 cm1 (aromatic) and Csp2=O bond of carboxylic group at 1700 cm1 respectively.

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Chapter 13 Solutions

ORGANIC CHEMISTRY

Ch. 13 - Benzene, toluene, and p-xylene BTX are often added...Ch. 13 - Prob. 13.12PCh. 13 - Prob. 13.13PCh. 13 - Prob. 13.14PCh. 13 - Prob. 13.15PCh. 13 - How do the IR spectra of the isomers cyclopentane...Ch. 13 - Problem 13.17 How do the three isomers of...Ch. 13 - Problem 13.18 What functional groups are...Ch. 13 - Problem-13.19 What are the major IR absorptions in...Ch. 13 - Problem-13.20 What are the major IR absorptions in...Ch. 13 - Problem-13.21 Which of the following possible...Ch. 13 - Problem-13.22 Propose structures consistent with...Ch. 13 - 13.23 What major IR absorptions are present above ...Ch. 13 - Problem-13.24 The mass spectrum of the following...Ch. 13 - Prob. 13.25PCh. 13 - Which compound gives a molecular ion at m/z= 122,...Ch. 13 - Propose two molecular formulas for each molecular...Ch. 13 - Propose four possible structures for a hydrocarbon...Ch. 13 - Problem-13.29 What is the molecular formula for...Ch. 13 - Problem-13.30 Propose a molecular formula for rose...Ch. 13 - 13.31 Match each structure to its mass spectrum Ch. 13 - 13.32 Propose two possible structures for a...Ch. 13 - 13.33 What cations are formed in the mass...Ch. 13 - 13.34 and have the same molecular ion in the...Ch. 13 - 13.35 For each compound, assign likely...Ch. 13 - Prob. 13.36PCh. 13 - 13.37 Propose a structure consistent with each...Ch. 13 - 13.38 A low-resolution mass spectrum of the...Ch. 13 - 13.39 Primary alcohols often show a peak in their...Ch. 13 - 13.40 Like alcohols, ethers undergo α cleavage by...Ch. 13 - 13.41 Which of the highlighted bonds absorbs at...Ch. 13 - 13.42 What major IR absorptions are present above ...Ch. 13 - 13.43 How would each of the following pairs of...Ch. 13 - 13.44 Morphine, heroin, and oxycodone are three...Ch. 13 - 13.45 Reduction of cyclohex-2-enone can yield...Ch. 13 - Prob. 13.46PCh. 13 - 13.47 Match each compound to its IR spectrum Ch. 13 - 13.48 Propose possible structures consistent with...Ch. 13 - A chiral hydrocarbon X exhibits a molecular ion at...Ch. 13 - 13.50 A chiral compound has a strong absorption...Ch. 13 - 13.51 Treatment of benzoic acid with followed by...Ch. 13 - 13.52 Treatment of benzaldehyde with in aqueous ...Ch. 13 - Prob. 13.53PCh. 13 - 13.54 Reaction of 2-methylpropanoic acid with ...Ch. 13 - 13.55 Reaction of pentanoyl chloride with lithium...Ch. 13 - Prob. 13.56PCh. 13 - 13.57 Treatment of anisole with and forms P,...Ch. 13 - 13.58 Reaction of with forms compound ,...Ch. 13 - Problem-13.59 The carbonyl absorption of an amide...Ch. 13 - Prob. 13.60PCh. 13 - Problem-13.61 Explain why a ketone carbonyl...Ch. 13 - 13.62 Oxidation of citronellol, a constituent of...
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