Organic Chemistry
Organic Chemistry
4th Edition
ISBN: 9780073402772
Author: Janice G. Smith
Publisher: MCG
bartleby

Concept explainers

bartleby

Videos

Textbook Question
Book Icon
Chapter 13, Problem 13.24P

What molecular ion is expected for each compound?

Chapter 13, Problem 13.24P, What molecular ion is expected for each compound?

Expert Solution
Check Mark
Interpretation Introduction

(a)

Interpretation: The expected molecular ion for the 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. The molecular weight of compound is equal to the mass of the molecular ion.

Answer to Problem 13.24P

The structure of the given compound is,

Organic Chemistry, Chapter 13, Problem 13.24P , additional homework tip  1

The expected molecular ion peak of C6H6 is observed at m/z=78.

Explanation of Solution

The molecular formula of given compound is C6H6.

The m/z value of C6H6 is calculated as,

Mass of C6H6=(6×Mass of C atom+6×Mass of H atom)=(6×12+6×1)=(72 + 6)= 78 g/mol

The molecular weight of the compound is equal to the mass of the molecular ion.

Hence, the expected molecular ion peak of C6H6 is observed at m/z=78.

Conclusion

The expected molecular ion peak of C6H6 is observed at m/z=78.

Expert Solution
Check Mark
Interpretation Introduction

(b)

Interpretation: The expected molecular ion for the 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. The molecular weight of compound is equal to the mass of the molecular ion.

Answer to Problem 13.24P

The structure of the given compound is,

Organic Chemistry, Chapter 13, Problem 13.24P , additional homework tip  2

The expected molecular ion peak of C10H16 compound is observed at m/z=136

Explanation of Solution

The molecular formula of given compound is C10H16.

The m/z value of C10H16 is calculated as,

Mass of C10H16=(10×Mass of C atom+16×Mass of H atom)=(10×12+16×1)=(120+16)= 136 g/mol

The molecular weight of the compound is equal to the mass of the molecular ion.

Hence, the expected molecular ion peak of C10H16 compound is observed at m/z=136.

Conclusion

The expected molecular ion peak of C10H16 is observed at m/z=136.

Expert Solution
Check Mark
Interpretation Introduction

(c)

Interpretation: The expected molecular ion for the 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. The molecular weight of compound is equal to the mass of the molecular ion.

Answer to Problem 13.24P

The structure of the given compound is,

Organic Chemistry, Chapter 13, Problem 13.24P , additional homework tip  3

The expected molecular ion peak of C5H10O is observed at m/z=86.

Explanation of Solution

The molecular formula of given compound is C5H10O

The m/z value of C5H10O is calculated as,

Mass of C5H10O=(5×Mass of C atom+10×Mass of H atom+Mass of O atom)=(5×12+10×1+16)=(60+10+16)= 86 g/mol

The molecular weight of the compound is equal to the mass of the molecular ion.

The expected molecular ion peak of C5H10O is observed at m/z=86.

Conclusion

The expected molecular ion peak of C5H10O is observed at m/z=86.

Expert Solution
Check Mark
Interpretation Introduction

(d)

Interpretation: The expected molecular ion for the 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. The molecular weight of compound is equal to the mass of the molecular ion.

Answer to Problem 13.24P

The structure of the given compound is,

Organic Chemistry, Chapter 13, Problem 13.24P , additional homework tip  4

The larger molecular ion M peak is observed at m/z=106 (C5H1135Cl) and small M+2 peak is observed at m/z=108 (C5H1137Cl).

Explanation of Solution

The molecular formula of given compound is C5H11Cl. Chlorine has two isotopes 35Cl and 37Cl.

The m/z value of C5H1135Cl is calculated as follows.

Mass of C5H1135Cl=(5×Mass of C atom+11×Mass of H atom + Mass of 35Cl atom)=(5×12+11×1+ 35 )=(60+11+35)= 106 g/mol

The m/z value of C5H1137Cl is calculated as follows.

Mass of C5H1137Cl=(5×Mass of C atom+11×Mass of H atom + Mass of 37Cl atom)=(5×12+11×1+ 37 )=(60+11+37)= 108 g/mol

The molecular weight of the compound is equal to the mass of the molecular ion.

Hence, the larger molecular ion M peak is observed at m/z=106 (C5H1135Cl) and small M+2 peak is observed at m/z=108 (C5H1137Cl).

Conclusion

The larger molecular ion M is observed peak at m/z=106 (C5H1135Cl) and M+2 is observed small peak at m/z=108 (C5H1137Cl).

Expert Solution
Check Mark
Interpretation Introduction

(e)

Interpretation: The expected molecular ion for the 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. The molecular weight of compound is equal to the mass of the molecular ion.

Answer to Problem 13.24P

The structure of the given compound is,

Organic Chemistry, Chapter 13, Problem 13.24P , additional homework tip  5

The larger molecular ion M peak is observed at m/z=192 (C8H1779Br) and small M+2 peak is observed at m/z=194 (C8H1781Br).

Explanation of Solution

The molecular formula of given compound is C8H17Br. Bromine atom has two isotopes 79Br and 81Br.

The m/z value of C8H1779Br is calculated as follows.

Mass of C8H1779Br=(8×Mass of C atom+17×Mass of H atom + Mass of Br atom)=(8×12+17×1+ 79)=(96 + 17+79)= 192

The m/z value of C8H1781Br is calculated as follows.

Mass of C8H1781Br=(8×Mass of C atom+17×Mass of H atom + Mass of Br atom)=(8×12+17×1+ 81)=(96 + 17+81)= 194

The molecular weight of the compound is equal to the mass of the molecular ion.

Hence, the larger molecular ion M peak is observed at m/z=192 (C8H1779Br) and small M+2 peak is observed at m/z=194 (C8H1781Br).

Conclusion

The larger molecular ion M peak is observed at m/z=192 (C8H1779Br) and small M+2 peak is observed at m/z=194 (C8H1781Br).

Want to see more full solutions like this?

Subscribe now to access step-by-step solutions to millions of textbook problems written by subject matter experts!
Students have asked these similar questions
Don't use ai to answer I will report you answer
Provide the correct common name for the compound shown here.
Ph heat heat

Chapter 13 Solutions

Organic Chemistry

Ch. 13 - Prob. 13.11PCh. 13 - Prob. 13.12PCh. 13 - Prob. 13.13PCh. 13 - Prob. 13.14PCh. 13 - How do the IR spectra of the isomers cyclopentane...Ch. 13 - How do the three isomers of molecular formula...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 - Prob. 13.20PCh. 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 - What molecular ion is expected for each compound?Ch. 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 - Match each structure to its mass spectrum. a. b....Ch. 13 - 13.32 Propose two possible structures for a...Ch. 13 - 13.33 What cations are formed in the mass...Ch. 13 - 13.35 For each compound, assign likely...Ch. 13 - Prob. 13.32PCh. 13 - 13.37 Propose a structure consistent with each...Ch. 13 - 13.38 A low-resolution mass spectrum of the...Ch. 13 - Can the exact mass obtained in a high-resolution...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 - Which of the highlighted bonds absorbs at higher v...Ch. 13 - What major IR absorptions are present above...Ch. 13 - How would each of the following pairs of compounds...Ch. 13 - 13.44 Morphine, heroin, and oxycodone are three...Ch. 13 - Prob. 13.42PCh. 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. 13.49PCh. 13 - 13.54 Reaction of 2-methylpropanoic acid with ...Ch. 13 - 13.55 Reaction of pentanoyl chloride with lithium...Ch. 13 - Prob. 13.52PCh. 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. 13.56PCh. 13 - Problem-13.61 Explain why a ketone carbonyl...Ch. 13 - 13.62 Oxidation of citronellol, a constituent of...
Knowledge Booster
Background pattern image
Chemistry
Learn more about
Need a deep-dive on the concept behind this application? Look no further. Learn more about this topic, chemistry and related others by exploring similar questions and additional content below.
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
Text book image
Introductory Chemistry For Today
Chemistry
ISBN:9781285644561
Author:Seager
Publisher:Cengage
Text book image
Introduction to General, Organic and Biochemistry
Chemistry
ISBN:9781285869759
Author:Frederick A. Bettelheim, William H. Brown, Mary K. Campbell, Shawn O. Farrell, Omar Torres
Publisher:Cengage Learning
Text book image
Chemistry: Matter and Change
Chemistry
ISBN:9780078746376
Author:Dinah Zike, Laurel Dingrando, Nicholas Hainen, Cheryl Wistrom
Publisher:Glencoe/McGraw-Hill School Pub Co
Text book image
Living By Chemistry: First Edition Textbook
Chemistry
ISBN:9781559539418
Author:Angelica Stacy
Publisher:MAC HIGHER
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Chemistry for Engineering Students
Chemistry
ISBN:9781337398909
Author:Lawrence S. Brown, Tom Holme
Publisher:Cengage Learning
Stoichiometry - Chemistry for Massive Creatures: Crash Course Chemistry #6; Author: Crash Course;https://www.youtube.com/watch?v=UL1jmJaUkaQ;License: Standard YouTube License, CC-BY
Bonding (Ionic, Covalent & Metallic) - GCSE Chemistry; Author: Science Shorts;https://www.youtube.com/watch?v=p9MA6Od-zBA;License: Standard YouTube License, CC-BY
General Chemistry 1A. Lecture 12. Two Theories of Bonding.; Author: UCI Open;https://www.youtube.com/watch?v=dLTlL9Z1bh0;License: CC-BY