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SPh SPh Br H- H. c) d) :CH3 CH3 H-ö:

SPh SPh Br H- H. c) d) :CH3 CH3 H-ö:

Organic Chemistry
Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter30: Orbitals And Organic Chemistry: Pericyclic Reactions
Section30.SE: Something Extra
Problem 14MP: Plastic photochromic sunglasses are based on the following reversible rearrangement of a dye inside...
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Answer parts D,E,F

1) For the following transformations involving one elementary step each: (i) Draw &+ and 8- on the atoms that are most electron deficient or electron rich on the starting material which will help you to draw the mechanism (ii) provide mechanism arrows to describe electron flow for these transformations (iii) name the elementary steps on blanks (not as important but useful for recognition/categorization) :Ci: O :CEN CN a) b) :SPh SPh Br H-O c) d) H. : CH3 CH3 H-0 e) f) Required format for multi-step mechanisms. Helps you keep track of where you are heading and saves you having to redraw product! :0: :OCH3 O: OCH3 :0: reagent(s) reaction conditions Bonds Made Bonds Broken SM Product(s) e.g. C1-02 C4-H C3-04 CI: OCH3 Intermediate #1 so number your atoms on SM to keep track of what is opening reaction (=book keeping); cross out bonds made/ broken as your mechanism demonstrates the g) Int. #4, etc. Int. #2 Int. #3 each step)
Transcribed Image Text:1) For the following transformations involving one elementary step each: (i) Draw &+ and 8- on the atoms that are most electron deficient or electron rich on the starting material which will help you to draw the mechanism (ii) provide mechanism arrows to describe electron flow for these transformations (iii) name the elementary steps on blanks (not as important but useful for recognition/categorization) :Ci: O :CEN CN a) b) :SPh SPh Br H-O c) d) H. : CH3 CH3 H-0 e) f) Required format for multi-step mechanisms. Helps you keep track of where you are heading and saves you having to redraw product! :0: :OCH3 O: OCH3 :0: reagent(s) reaction conditions Bonds Made Bonds Broken SM Product(s) e.g. C1-02 C4-H C3-04 CI: OCH3 Intermediate #1 so number your atoms on SM to keep track of what is opening reaction (=book keeping); cross out bonds made/ broken as your mechanism demonstrates the g) Int. #4, etc. Int. #2 Int. #3 each step)
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