The anti conformation of 1,2-dichloroethane, ClCH 2 CH 2 Cl, is 4.81 kJ mol1 (1.15 kcal mol

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The anti conformation of 1,2-dichloroethane, Cl—CH2—CH2—Cl, is 4.81 kJ mol–1 (1.15 kcal mol–1) more stable than the gauche conformation. The two energy barriers (measured relative to the energy of the gauche conformation) for carbon–carbon bond rotation are 21.5 kJ mol–1 (5.15 kcal mol–1) and 38.9 kJ mol–1 (9.3 kcal mol–1).

(a) Sketch a graph of potential energy versus dihedral angle about the carbon–carbon bond. Show the energy differences on your graph and label each minimum and maximum with the appropriate conformation of 1,2-dichloroethane.

(b) Which conformation of this compound is present in greatest amount? Explain.

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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