Compounds 1 and 2 were prepared, and the difference in their respective heats of

Question

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, 606–614):

Select the lowest energy conformation of compound 1 showing chair conformation for the six-membered rings.

Challenge Problem 04.79 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, 606-614): Select the lowest energy conformation of compound 1 showing chair conformation for the six-membered rings.

Explanation / Answer

For the given two compounds 1 and 2,

the lowest energy conformational structure for 1 would be,

Second structure from the top.

This has trans-stereochemistry between the hydrogen and the lactone carbon.

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