The barrier to C-C bond rotation in bromoethane is 15 kJ/mol. What energy can you assign to an H-Br eclipsing interaction? Use strain energy increments from the table below in your calculation. (Specify units, kJ/mol; Calculate to nearest 0.1 energy units) Interaction H→ H eclipsed H→ CH3 eclipsed CH3 CH3 eclipsed CH3 CH3 gauche Cause Torsional strain Mostly torsional strain Torsional and steric strain Steric strain (kJ/mol) Energy cost 4.0 6.0 11.0 3.8 (kcal/mol) 1.0 1.4 2.6 0.9

Organic Chemistry: A Guided Inquiry
2nd Edition
ISBN:9780618974122
Author:Andrei Straumanis
Publisher:Andrei Straumanis
Chapter7: Cycloalkanes
Section: Chapter Questions
Problem 15E
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The barrier to C-C bond rotation in bromoethane is 15 kJ/mol. What energy can you assign to an H-Br eclipsing interaction?
Use strain energy increments from the table below in your calculation.
Interaction
(Specify units, kJ/mol; Calculate to nearest 0.1 energy units)
H → H eclipsed
H → CH3 eclipsed
CH3 → CH3 eclipsed
CH3 CH3 gauche
Cause
Torsional strain
Mostly torsional strain
Torsional and steric strain
Steric strain
(kJ/mol)
Energy cost
4.0
6.0
11.0
3.8
(kcal/mol)
1.0
1.4
2.6
0.9
Transcribed Image Text:The barrier to C-C bond rotation in bromoethane is 15 kJ/mol. What energy can you assign to an H-Br eclipsing interaction? Use strain energy increments from the table below in your calculation. Interaction (Specify units, kJ/mol; Calculate to nearest 0.1 energy units) H → H eclipsed H → CH3 eclipsed CH3 → CH3 eclipsed CH3 CH3 gauche Cause Torsional strain Mostly torsional strain Torsional and steric strain Steric strain (kJ/mol) Energy cost 4.0 6.0 11.0 3.8 (kcal/mol) 1.0 1.4 2.6 0.9
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