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- 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. (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)?I H Ph Br In an E2 elimination reaction, the leaving group and the hydrogen atom must be anti-coplanar for this concerted reaction to occur. ||| Identify which of the following structures has the hydrogen atom and the leaving group aligned anti-coplanar. CH3 Ph Ph H TI F H || OH H Ph H CH3 CH3 Br Ph Br A) I B) II C) IIIDetermine the mechanism of nucleophilic substitution of each reaction and draw the products, including stereochemistr CH₂CH3 CI Br + CN d. + CH3COOH a. acetone + -OCH3 e. DMF f. b. C. ||||| a ||||| Br H Br CH2CH2CH3 + CH3OH DMSO H CH3 CI Br + OCH₂CH3 + CH3CH₂OH
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