7 rank the following substrates in increasing order

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that would be produced instead (3pts). 7) Rank the following substrates in increasing order for S N 2 reactivity . (4 pts) _______ < _______ < _______ < _______ < _______ least reactive most reactive (slower) (faster) 1. 2. H 3 O + (workup step) SOCl 2 O Cl Mg H O 1. 2. H 3 O + (workup step) O NaH OH O CH 3 OCH 3 CH 3 Br CH 3 CH 3 Br CH 3 O A B Cl Cl Br Cl Br A D E B C
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8) Draw the expected major product for each of the following reactions. Please indicate relevant stereochemistry when necessary (i.e., wedge or dash). (30 pts) PCC NaOEt Cl NaCN EtOH (CH 3 ) 3 COK Cl 1. CH 3 MgBr 2. H 3 O + (workup step) O O TFA CH 3 I SH OH base H 3 PO 4 , heat OH CH 3 MgBr 1. 2. H 3 O + (workup step) O H 2 CrO 4 OH Br Sign Below. I pledge on my honor that this exam was completed by me, that I received no unauthorized help, and that I have not violated the academic conduct code of Washington State University. _______________________________________ ß sign here
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