Upon irradiation, some organic compounds undergo a reversible change in molecular

Chapter 17, Problem 17.71

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Upon irradiation, some organic compounds undergo a reversible change in molecular structure, such as cistrans isomerization or cyclization of p-conjugated chromophores. This property, called photochromism, has shown strong potential application in the development of optical data storage materials. For example, upon treatment with UV light, compound 1 undergoes electrocyclic ring closure to give compound 2 (J. Photochem. Photobiols. A. 2006, 184, 177183). Further treatment of 2 with visible light causes a reversible ring-opening reaction, regenerating 1. Draw the structure of 2, determine whether it is chiral, and provide a mechanism for its formation. O S S O O 1 2 hnuv hnVis

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