Spectrometric Identification of Organic Compounds (8th Edition) by Robert M. Silverstein, Francis X. Webster & David J. Kiemle – Student Exercises Answers and Detailed Solutions Manual

All 8 Chapters Covered




Answers for Student Exercises

,Answers for Student Exercises 1.1 to 1.5 1
Atom Type # of Atoms Mass Total Mass
Hydrogen 22 1.00783 22.17226
a
Carbon 10 12.00000 120.00000
Nitrogen 0 14.0031 0.00000
3-ethyloctane Oxygen 0 15.9949 0.00000
C10H22 Sulfur 0 31.9721 0.00000
CnHmXxNyOz IHD Bromine 0 78.9183 0.00000
Index = (n) - (m/2) - (x/2) + (y/2) + 1 = 0 Exact Mass 142.17226

- (C2H5 )

Rule 3



- (C5H11 )

Rule 3


H - (CH2=CH2)

Rule 9

Atom Type # of Atoms Mass Total Mass
b
Hydrogen 18 1.00783 18.14094
Carbon 10 12.00000 120.00000
Nitrogen 0 14.0031 0.00000
3-butylcyclohex-1-ene Oxygen 0 15.9949 0.00000
C10H18 Sulfur 0 31.9721 0.00000
CnHmXxNyOz IHD Bromine 0 78.9183 0.00000
Index = (n) - (m/2) - (x/2) + (y/2) + 1 = 2 Exact Mass 138.14094



or




- (C4H9 )

Rule 5 and 6



- (CH2=CH2)
Rule 6



- (C3H7 )

Rule 3

,Answers for Student Exercises 1.1 to 1.5 2

O Atom Type # of Atoms Mass Total Mass
c Hydrogen 18 1.00783 18.14094
Carbon 13 12.00000 156.00000
Nitrogen 0 14.0031 0.00000
2-methyl-1-phenylhexan-1-one Oxygen 1 15.9949 15.99490
C13H18O Sulfur 0 31.9721 0.00000
CnHmXxNyOz IHD Bromine 0 78.9183 0.00000
Index = (n) - (m/2) - (x/2) + (y/2) + 1 = 5 Exact Mass 190.13584
O O O
- (C6H13 )

Rule 8
O O
- (C6H5 )
Rule 8

H
O - (C4H8) O OH

Rule 9 H

O
- (CO)
Rule 8+9

Atom Type # of Atoms Mass Total Mass
d Hydrogen 22 1.00783 22.17226
Carbon 11 12.00000 132.00000
(E)-undec-3-ene
C11H22 Nitrogen 0 14.0031 0.00000
Oxygen 0 15.9949 0.00000
Sulfur 0 31.9721 0.00000
CnHmXxNyOz IHD Bromine 0 78.9183 0.00000
Index = (n) - (m/2) - (x/2) + (y/2) + 1 = 1 Exact Mass 154.17226



or



- (CH3)
Rule 5


- (C6H13)
Rule 5

H
- (C7H14)
Rule 9

, Answers for Student Exercises 1.1 to 1.5 3
Atom Type # of Atoms Mass Total Mass
e Hydrogen 18 1.00783 18.14094
Carbon 12 12.00000 144.00000
Nitrogen 0 14.0031 0.00000
1-(hexan-2-yl)benzene Oxygen 0 15.9949 0.00000
C12H18
Sulfur 0 31.9721 0.00000
CnHmXxNyOz IHD Bromine 0 78.9183 0.00000
Index = (n) - (m/2) - (x/2) + (y/2) + 1 = 4 Exact Mass 162.14094


- (CH3 )

Rule 7


- (C4H9 )

Rule 7

H H
- (C4H8 )

Rule 9


H
Atom Type # of Atoms Mass Total Mass
f Hydrogen 16 1.00783 16.12528
OH Carbon 7 12.00000 84.00000
Nitrogen 0 14.0031 0.00000
heptan-2-ol
C7H16O Oxygen 1 15.9949 15.99490
Sulfur 0 31.9721 0.00000
CnHmXxNyOz IHD Bromine 0 78.9183 0.00000
Index = (n) - (m/2) - (x/2) + (y/2) + 1 = 0 Exact Mass 116.12018

- (C5H11 )
OH
Rule 8 OH


- (CH3 )
OH OH
Rule 8

H
- (H )
OH OH
Rule 8

H - (H2O)
OH
Rule 9