Organic Chemistry
Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Chapter 30.SE, Problem 14MP

Plastic photochromic sunglasses are based on the following reversible rearrangement of a dye inside the lenses that occurs when the lenses are exposed to sunlight. The original dye absorbs UV light but not visible light and is thus colorless, while the rearrangement product absorbs visible light and is thus darkened.

Chapter 30.SE, Problem 14MP, Plastic photochromic sunglasses are based on the following reversible rearrangement of a dye inside

(a) Show the mechanism of the rearrangement.

(b) Why does the rearrangement product absorb at a longer wavelength (visible light) than the original dye (UV)?

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