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

All 8 Chapters Covered




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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 - (CH 2=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




[
[
rr or




.. 0
•
- (C4H9 )
Rule 5 and 6




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

[
r r . \_)/ . • \
+
- (C3H7•) /
+
Rule 3

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

0 Atom Type # of Atoms Mass Total Mass
Hydrogeṇ 18 1.00783 18.14094
Carboṇ 13 12.00000 156.00000
c
Ṇitrogeṇ 0 14.0031 0.00000
2-methyl-1-phenylhexan- l-one Oxygeṇ 1 15.9949 15.99490
C13H1sO
Sulfur 0 31.9721 0.00000
CnHmXxNyOz IHD Bromiṇe 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) +

Rule 8+9 O I



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




+
+



[ (;
.
•
3
..
r -Rule
(CH5 )


•
+



. ..
r - ( C5H13
)
0 +
Rule 5 +




- (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
l-(hexan-2-yl)benzene Oxygen 0 15.9949 0.00000
C12 H18
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

.
+



..
+
- (CH )
•3
Rule 7
.
+


- (C4H9 )

Rule 7
•
.. 0)
[ Cf]
t

. Rule 9
+ - (C4H3 )
..
Atom Type # of Atoms Mass Total Mass
Hydrogeṇ 16 1.00783 16.12528
Carboṇ 7 12.00000 84.00000
Ṇitrogeṇ 0 14.0031 0.00000
heptaṇ-2-ol
Oxygeṇ 1 15.9949 15.99490
C7H160
Sulfur 0 31.9721 0.00000
CṇHmXxṆyOz IHD Bromiṇe 0 78.9183 0.00000
Iṇdex = (ṇ) - (m/2) - (x/2) + (y/2) + 1= 0 Exact Mass 116.12018

•
•+H
- (CsH11
..
)
+ H


.
Rule 8

OH

H
- (CH;) +
•+ Rule 8



H
Rule 8
- (Ii)
.. OH




k
•+
- (H70)
Rule 9
.. +