15. Ignoring stereochemistry, what is the overall enthalpy difference of the reaction of 1,2,4,5-tetramethylcyclohexane, chlorine, and light going to the major mono-chlorinated product? Bond Disassociation Energies kcal/mole Selectivity Ratios C-H С-F С-CI C-Br C-I X-X H-X 1° 2° 3° 1° 98 107 81 68 53 F 38 136 F 1 1.2 1.4 2° 95 106 80 68 53 CI 58 103 CI 1 4 3° 91 106 79 65 50 Br 46 88 Br 1 80 1700 а. -25 b. -28 C. -30 d. -33 e. not a.-d.

15. Ignoring stereochemistry, what is the overall enthalpy difference of the reaction of 1,2,4,5-tetramethylcyclohexane, chlorine, and light going to the major mono-chlorinated product? Bond Disassociation Energies kcal/mole Selectivity Ratios C-H С-F С-CI C-Br C-I X-X H-X 1° 2° 3° 1° 98 107 81 68 53 F 38 136 F 1 1.2 1.4 2° 95 106 80 68 53 CI 58 103 CI 1 4 3° 91 106 79 65 50 Br 46 88 Br 1 80 1700 а. -25 b. -28 C. -30 d. -33 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

Chapter9: Nucleophilic Substitution And Β-elimination

Section9.7: Experimental Evidence For E1 And E2 Mechanisms

Problem 9.7P

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