Solved: The molecules cis-dichloroethylene and
Chapter 10, Problem 10.108(choose chapter or problem)
The molecules cis-dichloroethylene and transdichloroethylene shown on p. 425 can be interconverted by heating or irradiation. (a) Starting with cisdichloroethylene, show that rotating the CC bond by 180 will break only the pi bond but will leave the sigma bond intact. Explain the formation of trans-dichloroethylene from this process. (Treat the rotation as two stepwise 90 rotations.) (b) Account for the difference in the bond enthalpies for the pi bond (about 270 kJ/mol) and the sigma bond (about 350 kJ/mol). (c) Calculate the longest wavelength of light needed to bring about this conversion.
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