ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 13, Problem 13.4P
Interpretation Introduction

(a)

Interpretation: The expected molecular ions of the given compounds are to be stated.

Concept introduction: Molecular ion is the radical cation which is formed by ejection of electrons from a molecule when a beam of high-energy electrons are bombarded on it.

Expert Solution
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Answer to Problem 13.4P

The expected molecular ions of C4H9Cl are [C4H935Cl]+· and [C4H937Cl]+·.

Explanation of Solution

The molecular formula of the compound is C4H9Cl. Chlorine atom has two isotopes 35Cl and 37Cl.

The molecular formula of the compound with (35Cl) is C4H935Cl.

The molar mass of C4H935Cl is 92 g/mol.

Hence, the mass of the molecular ion [C4H935Cl]+· is m/z=92.

The molecular formula of the compound with (37Cl) is C4H937Cl.

The molar mass of C4H937Cl is 94 g/mol.

Hence, the mass of the molecular ion [C4H937Cl]+· is m/z=94.

Conclusion

The expected molecular ions of C4H9Cl are [C4H935Cl]+· and [C4H937Cl]+·.

Interpretation Introduction

(b)

Interpretation: The expected molecular ions of the given compounds are to be stated.

Concept introduction: Molecular ion is the radical cation which is formed by ejection of electrons from a molecule when a beam of high-energy electrons are bombarded on it.

Expert Solution
Check Mark

Answer to Problem 13.4P

The expected molecular ion of C3H7F is [C3H7F]+·.

Explanation of Solution

The molecular formula of the compound is C3H7F.

The molar mass of C3H7F is 62 g/mol.

Hence, the mass of the molecular ion [C3H7F]+· is m/z=62.

Conclusion

The expected molecular ion of C3H7F is [C3H7F]+·.

Interpretation Introduction

(c)

Interpretation: The expected molecular ions of the given compounds are to be stated.

Concept introduction: Molecular ion is the radical cation which is formed by ejection of electrons from a molecule when a beam of high-energy electrons are bombarded on it.

Expert Solution
Check Mark

Answer to Problem 13.4P

The expected molecular ion of C4H11N is [C4H11N]+·.

Explanation of Solution

The molecular formula of the compounds is C4H11N.

The molar mass of C4H11N is 73 g/mol.

Hence, the mass of the molecular ion [C4H11N]+· is m/z=73.

Conclusion

The expected molecular ion of C4H11N is [C4H11N]+·.

Interpretation Introduction

(d)

Interpretation: The expected molecular ions of the given compounds are to be stated.

Concept introduction: Molecular ion is the radical cation which is formed by ejection of electrons from a molecule when a beam of high-energy electrons is bombarded on it.

Expert Solution
Check Mark

Answer to Problem 13.4P

The expected molecular ion of C4H4N2 is [C4H4N2]+·.

Explanation of Solution

The molecular formula of the compound is C4H4N2.

The molar mass of C4H4N2 is 80 g/mol.

Hence, the mass of the molecular ion [C4H4N2]+· is m/z=80.

Conclusion

The expected molecular ion of C4H4N2 is [C4H4N2]+·.

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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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