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1. Draw the structure of the product of permanganate hydroxylation of each of th

ID: 915390 • Letter: 1

Question

1. Draw the structure of the product of permanganate hydroxylation of each of the following. Pay careful attention to the stereochemistry of the product. Be sure to draw all enantiomers where applicable and label any new asymmetric carbon atoms as R or S.

a. trans-2-butene

b. cis-3,4-dimethyl-3-hexene

2. Draw the structure of the product of bromination of each of the following. Pay careful attention to the stereochemistry of the product. Be sure to draw all enantiomers where applicable and label any new asymmetric carbon atoms as R or S.

a. trans-2-butene

b. cis-3,4-dimethyl-3-hexene

3. Suppose you had measured the heat of combustion of your alkene. Would the heat of combustion of 1-butene be greater or less than the heat of combustion of 2-methyl-1-propene. Why?

Explanation / Answer

1. Draw the structure of the product of permanganate hydroxylation of each of th