PROBLEMS AND EXERCISES:
RELATIVE STABILITY OF CYCLOALKANES
15/07/2017
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Which of the following cycloalkanes has the highest heat of combustion per CH2 group? And the second?
A) cyclooctane
B) cyclopropane
C) cyclohexane
D) cyclobutane
E) cycloheptane
F) cyclopentane
Which of the following lists correctly arrange the cycloalakanes in order from lowest to highest ring tension:
A) cyclopropane < cyclobutane < cyclohexane < cyclopentane
B) cyclohexane < cyclopentane < cyclobutane < cyclopropane
C) cyclohexane < cyclobutane < cyclopentane < cyclopropane
D) cyclopentane < cyclopropane < cyclobutane < cyclohexane
E) cyclopropane < cyclopentane < cyclobutane < cyclohexane
Calculate the heats of combustion of cycloalkanes up to 14 members and, from the experimental heats in the table, calculate the corresponding heats of formation. Give a brief explanation of the obtained values.
