Compounds 1 and 2 were prepared, and the difference in

Chapter 4, Problem 4.79

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Compounds 1 and 2 were prepared, and the difference in their respective heats of combustion was found to be 17.2 kJ/mol (J. Am. Chem. Soc. 1961, 83, 606614): O H H O 1 O H H O 2 (a) Redraw compounds 1 and 2 showing chair conformations for the six-membered rings. In each case, draw the lowest energy conformation for the compound. (b) Identify which compound has the larger heat of combustion. Explain your reasoning.

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