CHEM 345 SPRING 2017 Final Exam.pdf

H 3 o δ naoh h 2 o hcl or hbr m cpba h 3 o naoch 3

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+ H 3 O + , Δ NaOH, H 2 O HCl or HBr m CPBA H 3 O + NaOCH 3 , CH 3 OH PBr 3 or SOCl 2 CO 2 (dry ice) TFA (CF 3 CO 2 H) CH 3 NH 2 (2 equiv.) 1. LiAlH 4 2. H 3 O + or H 2 O 1. NaBH 4 2. H 3 O + or H 2 O 1. CH 3 MgBr 2. H 3 O + 1. OsO 4 2. NaHSO 3 Br Br Br NaCN NaCN H 2 O CN CN OH a b c Br NaOCH 3 CH 3 OH d
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15) Draw the MAJOR product(s) for the following reactions. (18 pts) HBr 1. CH 3 MgBr 2. H 3 O + (workup step) O H 3 O + H 2 , Pd/C (CH 3 ) 3 COK CH 3 I NaOH EtOH CH 3 Br Cl 2 , FeCl 3 OCH 3 NO 2 OH O 1. SOCl 2 2. AlCl 3 NaSH Br 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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