Organic Chemistry
Organic Chemistry
5th Edition
ISBN: 9780078021558
Author: Janice Gorzynski Smith Dr.
Publisher: McGraw-Hill Education
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Chapter 13, Problem 13.25P
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.

Expert Solution
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Answer to Problem 13.25P

The structure of the given compound is,

Organic Chemistry, Chapter 13, Problem 13.25P , 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.

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.

Expert Solution
Check Mark

Answer to Problem 13.25P

The structure of the given compound is,

Organic Chemistry, Chapter 13, Problem 13.25P , 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.

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.

Expert Solution
Check Mark

Answer to Problem 13.25P

The structure of the given compound is,

Organic Chemistry, Chapter 13, Problem 13.25P , 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.

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.

Expert Solution
Check Mark

Answer to Problem 13.25P

The structure of the given compound is,

Organic Chemistry, Chapter 13, Problem 13.25P , 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).

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.

Expert Solution
Check Mark

Answer to Problem 13.25P

The structure of the given compound is,

Organic Chemistry, Chapter 13, Problem 13.25P , 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).

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Chapter 13 Solutions

Organic Chemistry

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