Answers for Student Exercises – Spectrometric Identification of Organic Compounds (8th Edition, Silverstein) | 2025/2026 Study Guide

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Spectrometric
ldentification of
Organic Compounds

,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

- (C2Hs•) +


[ r Rule 3
..
[ r - (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




[ r •
- (C4H9 )
.. 0
or



[ r Rule 5 and 6

,Answers for Student Exercises 1 .1 to 1 .5 2




r .-.
r r
Rule 6
- (CH )=CH
- 7 )


[
r.. r - (C3H7•)




Rule 3
\_)/ .. • \
+

+
/

, Answers for Student Exercises 1 .1 to 1 .5 3

0 Atom Type # of Atoms Mass Total Mass
Hydrogen 18 1.00783 18.14094
Carbon 13 12.00000 156.00000
c
Nitrogen 0 14.0031 0.00000
2-methyl-1-phenylhexan- l- Oxygen 1 15.9949 15.99490
one C13H1sO
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+
Rule 8

+ +

Rule 9
\=I rH
. ---
\=I
H
/


- (CO)

O
+
I
Rule 8+9

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




+
+



[ (; .
•
3
..
r -Rule
(CH 5)


•
+




0
r. -
C5H13 )
.. +



(
Rule 5 +