COMPLETE ANSWER KEY FOR SPECTROMETRIC IDENTIFICATION OF ORGANIC COMPOUNDS – 8TH EDITION BY SILVERSTEIN | ALL STUDENT EXERCISES SOLVED WITH DETAILED SPECTRAL DATA (IR, 1H NMR, 13C NMR, COSY, HMQC, HMBC, INADEQUATE, MASS SPEC)

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m m m




Answers for Student Exercises
m m m

,AnswersmformStudentmExercisesm1.1mtom1 1
.5
AtommType #mofmAtoms Mass TotalmMass
Hydrogen 22 1.00783 22.17226
a
Carbon 10 12.00000 120.00000
Nitrogen 0 14.0031 0.00000
3- Oxygen 0 15.9949 0.00000
ethyloctanemC1 Sulfur 0 31.9721 0.00000
0H22 78.9183
IHD Bromine 0 0.00000
CnHmXxNyOz 0 ExactmMass 142.17226
Indexm=m(n)m-m(m/2)m-
m(x/2)m+m(y/2)m+m1m=


-m(C2H5 m )

Rulem 3



-m(C5H11m)

Rulem 3


H -m(CH2=CH2)

Rulem 9

AtommType #mofmAtoms Mass TotalmMass
b
Hydrogen 18 1.00783 18.14094
Carbon 10 12.00000 120.00000
Nitrogen 0 14.0031 0.00000
3-butylcyclohex-1- Oxygen 0 15.9949 0.00000
enemC10H18 Sulfur 0 31.9721 0.00000
CnHmXxNyOz IHD Bromine 0 78.9183 0.00000
Indexm=m(n)m-m(m/2)m- 2 ExactmMass 138.14094
m(x/2)m+m(y/2)m+m1m=




or




-m (C4H9m )

Rulem 5m andm 6



-m(CH2=CH2)
Rulem 6



-m(C3H7 m)

,AnswersmformStudentmExercisesm1.1mtom1 2
.5 Rulem 3

, AnswersmformStudentmExercisesm1.1mtom1 3
.5
O AtommType #mofmAtoms Mass TotalmMass
c Hydrogen 18 1.00783 18.14094
Carbon 13 12.00000 156.00000
Nitrogen 0 14.0031 0.00000
2-methyl-1-phenylhexan-1- Oxygen 1 15.9949 15.99490
onem C13H18O Sulfur 0 31.9721 0.00000
CnHmXxNyOz IHD Bromine 0 78.9183 0.00000
Indexm=m(n)m-m(m/2)m- 5 ExactmMass 190.13584
m(x/2)m+m(y/2)m+m1m=

O O O
-m(C6H13m)

Rulem 8
O O
-m (C6H5m )
Rulem 8

H
O -m(C4H8) O OH

Rulem 9 H

O
-m (CO)
Rulem 8+9

AtommType #mofmAtoms Mass TotalmMass
d Hydrogen 22 1.00783 22.17226
Carbon 11 12.00000 132.00000
(E)-undec-3-
enemC11H22 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
Indexm=m(n)m-m(m/2)m- 1 ExactmMass 154.17226
m(x/2)m+m(y/2)m+m1m=




or



-m(CH3)
Rulem 5


-m(C6H13)
Rulem 5

H
-m(C7H14)
Rulem 9