Answer Keys for Spectrometric Identification of Organic Compounds – 8th Edition (Silverstein) | All 8 Chapters Covered

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

b Atom Type # of Atoms Mass Total Mass
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

,Answers for Student Exercises 1.1 to 1.5 4

Atom Type # of Atoms Mass Total Mass
Hydrogen 22 1.00783 22.17226
g
COOH Carbon 11 12.00000 132.00000
Nitrogen 0 14.0031 0.00000
3,5,7-trimethyloctanoic acid
Oxygen 2 15.9949 31.98980
C11H22O2
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 186.16206
O
C
O - (OH )
OH Rule 8
O
C

O
O O
- (C10H21 )
OH C C
Rule 8 OH OH

H
H - (C9H18) O OH
O
Rule 9 HO HO
HO
Atom Type # of Atoms Mass Total Mass
Hydrogen 14 1.00783 14.10962
h
OH Carbon 6 12.00000 72.00000
Nitrogen 0 14.0031 0.00000
hexan-1-ol
C6H14O 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 102.10452
H
O - (CH2=CH2 ) - (H2O)
H
Rule 9


- (C5H11 )
OH H 2C
OH
Rule 8


- (H )
OH OH
Rule 8

,Answers for Student Exercises 1.1 to 1.5 5

Atom Type # of Atoms Mass Total Mass
Hydrogen 18 1.00783 18.14094
i
Carbon 8 12.00000 96.00000
OH Nitrogen 0 14.0031 0.00000
2-methylheptan-2-ol Oxygen 1 15.9949 15.99490
C8H18O
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 130.13584

- (C5H11 )
OH
Rule 8 OH


- (CH3 )
OH OH
Rule 8

H
O
H - (H2O) - (CH2=C(CH3)2)
Rule 8 Rule 8


Atom Type # of Atoms Mass Total Mass
j Hydrogen 16 1.00783 16.12528
S Carbon 7 12.00000 84.00000
butyl(propyl)sulfane Nitrogen 0 14.0031 0.00000
C7H16S Oxygen 0 15.9949 0.00000
Sulfur 1 31.9721 31.97210
CnHmXxNyOz IHD Bromine 0 78.9183 0.00000
Index = (n) - (m/2) - (x/2) + (y/2) + 1 = 0 Exact Mass 132.09738


- (C3H7 )
S S
Rule 8



S - (CH2=CH2)
SH
H Rule 9



- (C2H5 )
S S
Rule 8

,Answers for Student Exercises 1.1 to 1.5 6

Atom Type # of Atoms Mass Total Mass
k
OH Hydrogen 20 1.00783 20.15660
Carbon 13 12.00000 156.00000
Nitrogen 0 14.0031 0.00000
(2-hexylphenyl)methanol Oxygen 1 15.9949 15.99490
C13H20O 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 192.15150


OH OH
or


- (C5H11 ) OH
OH
Rule 7
CH2

- (OH ) CH2
OH
Rule 7

OH - (H2O)
H Rule 9


O Atom Type # of Atoms Mass Total Mass
l Hydrogen 9 1.00783 9.07047
Carbon 13 12.00000 156.00000
NO2 Nitrogen 1 14.0031 14.00310
(4-nitrophenyl)(phenyl)methanone Oxygen 3 15.9949 47.98470
C13H9NO3
Sulfur 0 31.9721 0.00000
CnHmXxNyOz IHD Bromine 0 78.9183 0.00000
Index = (n) - (m/2) - (x/2) + (y/2) + 1 = 10 Exact Mass 227.05827


O O
- (C6H4NO2 )

Rule 7&8
NO2
O
- (CO)

Rule 8&9
O O

- (C6H5 )
Rule 7&8
NO2 NO2

,Answers for Student Exercises 1.1 to 1.5 7

Atom Type # of Atoms Mass Total Mass
m O
Hydrogen 22 1.00783 22.17226
Carbon 10 12.00000 120.00000
Nitrogen 0 14.0031 0.00000
Oxygen 1 15.9949 15.99490
3-(ethoxymethyl)heptane
C10H22O 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 158.16716


- (CH3 )
O O
Rule 8 CH2


- (C7H15 )
O O
Rule 8



- (C4H9)
O O
Rule 3


O Atom Type # of Atoms Mass Total Mass
n Hydrogen 19 1.00783 19.14877
H Carbon 10 12.00000 120.00000
Br Nitrogen 0 14.0031 0.00000
2-bromodecanal Oxygen 1 15.9949 15.99490
C10H19BrO
Sulfur 0 31.9721 0.00000
CnHmXxNyOz IHD Bromine 1 78.9183 78.91830
Index = (n) - (m/2) - (x/2) + (y/2) + 1 = 1 Exact Mass 234.06197


O O
- (H )
H
Rule 8
Br Br

O
- (CO )

Br Rule 9
Br

H O H
H O
- (C8H16)
H
Rule 9 H
Br
Br

, Answers for Student Exercises 1.1 to 1.5 8

o Atom Type # of Atoms Mass Total Mass
O Hydrogen 14 1.00783 14.10962
Carbon 8 12.00000 96.00000
O Nitrogen 0 14.0031 0.00000
cyclohexyl acetate Oxygen 2 15.9949 31.98980
C8H14O2 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 142.09942


O O - (C6H11O ) O

Rule 8




O O - (CH3 ) O O

Rule 8




O O O
- (CH2=C=O) H
H Rule 9