ORGANIC CHEMISTRY
ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259977596
Author: SMITH
Publisher: MCG
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Chapter 13, Problem 13.1P

What is the mass of the molecular ion formed from compounds having each molecular formula: (a) C 3 H 6 O ;(b) C 10 H 20 ;(c) C 8 H 8 O 2 ;(d) methamphetamine ( C 10 H 15 N ) ?

Expert Solution
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Interpretation Introduction

(a)

Interpretation: The mass of the molecule ion formed by given compound is to be determined.

Concept introduction: Molecular mass is the sum of the atomic weights of each constituent element multiplied by the number of atoms of that element.

Answer to Problem 13.1P

The mass of the molecule ion formed by C3H6O is 58.

Explanation of Solution

The molecular weight of compound is equal to the mass of the molecular ion. The molecular weight and mass of the given molecular ion is shown below.

Molecular mass of C3H6O=(3×Mass of C atom + 6×Mass of H atom + Mass of O atom)=(3×12+6×1+16)=(36+6+16)=58 g/mol

Thus, the mass of the molecule ion formed by C3H6O is 58.

Conclusion

The mass of the molecule ion formed by C3H6O is 58.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The mass of the molecule ion formed by given compound is to be determined.

Concept introduction: Molecular mass is the sum of the atomic weights of each constituent element multiplied by the number of atoms of that element.

Answer to Problem 13.1P

The mass of the molecule ion formed by C10H20 is 140.

Explanation of Solution

The molecular weight of compound is equal to the mass of the molecular ion. The molecular weight and mass of the given molecular ion is shown below.

Molecular mass of C10H20=(10×Mass of C atom + 20×Mass of H atom )=(10×12+20×1)=140 g/mol

Thus, the mass of the molecule ion formed by C10H20 is 140.

Conclusion

The mass of the molecule ion formed by C10H20 is 140.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation: The mass of the molecule ion formed by given compound is to be determined.

Concept introduction: Molecular mass is the sum of the atomic weights of each constituent element multiplied by the number of atoms of that element.

Answer to Problem 13.1P

The mass of the molecule ion formed by C8H8O2 is 136.

Explanation of Solution

The molecular weight of compound is equal to the mass of the molecular ion. The molecular weight and mass of the given molecular ion is shown below.

Molecular mass of C8H8O2=(8×Mass of C atom + 8×Mass of H atom + 2 ×Mass of O atom)=(8×12+8×1+2×16)=(96+8+32)=136 g/mol

Thus, the mass of the molecule ion formed by C8H8O2 is 136.

Conclusion

The mass of the molecule ion formed by C8H8O2 is 136.

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation: The mass of the molecule ion formed by given compound is to be determined.

Concept introduction: Molecular mass is the sum of the atomic weights of each constituent element multiplied by the number of atoms of that element.

Answer to Problem 13.1P

The mass of the molecule ion formed by C10H15N is 149.

Explanation of Solution

The molecular weight of compound is equal to the mass of the molecular ion. The molecular weight and mass of the given molecular ion is shown below.

Molecular mass of C10H15N=(10×Mass of C atom + 15×Mass of H atom + Mass of N atom)=(10×12+15×1+14)=(120+15+14)=149 g/mol

Thus, the mass of the molecule ion formed by C10H15N is 149.

Conclusion

The mass of the molecule ion formed by C10H15N is 149.

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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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