16. Ignoring stereochemistry, what is the enthalpy difference of the second propagation step of 1,3,5- trimethylcyclohexane, chlorine, and light going to the major mono-chlorinated product? + Bond Disassociation Energies (kcal/mole) Selectivity Ratios C-H C-F C-CI C-Br X-X H-X 1º 2° 3° 1༠ 98 107 81 68 F 38 136 F 1 1.2 1.4 2° 95 106 80 68 CI 58 103 Cl 1 4 5 3° 91 106 79 65 Br 46 88 Br 1 80 1700 a. -8 b. -22 c. -30 d. -58 e. not a.-d.
16. Ignoring stereochemistry, what is the enthalpy difference of the second propagation step of 1,3,5- trimethylcyclohexane, chlorine, and light going to the major mono-chlorinated product? + Bond Disassociation Energies (kcal/mole) Selectivity Ratios C-H C-F C-CI C-Br X-X H-X 1º 2° 3° 1༠ 98 107 81 68 F 38 136 F 1 1.2 1.4 2° 95 106 80 68 CI 58 103 Cl 1 4 5 3° 91 106 79 65 Br 46 88 Br 1 80 1700 a. -8 b. -22 c. -30 d. -58 e. not a.-d.
Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Chapter8: Haloalkanes, Halogenation, And Radical Reactions
Section: Chapter Questions
Problem 8.22P: Following is a balanced equation for the allylic bromination of propene. CH2==CHCH3 + Br2 h...
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
Transcribed Image Text:16. Ignoring stereochemistry, what is the enthalpy difference of the second propagation step of 1,3,5-
trimethylcyclohexane, chlorine, and light going to the major mono-chlorinated product?
+
Bond Disassociation Energies (kcal/mole)
Selectivity Ratios
C-H C-F C-CI C-Br
X-X H-X
1º 2° 3°
1༠
98 107
81
68 F 38 136 F 1
1.2 1.4
2°
95 106
80
68
CI
58 103 Cl 1
4
5
3°
91 106
79
65
Br
46
88
Br 1
80
1700
a. -8
b. -22
c. -30
d. -58
e. not a.-d.
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