chm2211ps9sol - CHM 2211 Problem Set 9 Solutions Ketones...

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CH 3 CH CH 3 OH Na 2 Cr 2 O 7 H + / H 2 O / cool benzoic acid SOCl 2 reflux LiAl(O-t-Bu) 3 H CH 3 CH CH CH 3 O 3 Zn / H 2 O CH 2 CH 2 CH 2 OH CrO 3 H + / H 2 O SOCl 2 reflux (CH 3 CH 2 -) 2 CuLi CH C CH 2 CH 3 Hg + 2 / H + / H 2 O reflux CH 2 CH 2 CH 3 Br NaOH(aq) PCC Cl O AlCl 3 SS HH ButLi CH 2 CH 2 Br H 3 O + HgCl 2 benzoic acid 2 CH 2 CH 3 -Li H 3 O + CH 3 C CH 3 O CH CH 3 O 2 CH CH 2 CH 3 O O CH CH 2 CH 3 O O CHO O CH 2 CH 3 OH PBr 3 KCN i-Bu 2 AlH H + / H 2 O H+ H 2 O SOCl 2 CHM 2211
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