Alcohol reaction summary

Alcohol reaction summary - only) OH H R R H 3 O + C C R R...

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Alcohol Reactions S y n t h e s i s o f a l c o h o l s Reduction of carbonyls Carbonyl + Grignard reactions C O R H 1. LiAlH 4 , ether* 2. H 3 O + RCH 2 OH C O R R' 1. LiAlH 4 , ether* 2. H 3 O + C OH R R' H C O R OR' 1. LiAlH 4 , ether 2. H 3 O + RCH 2 OH + R'OH C O R OH 1. LiAlH 4 , ether 2. H 3 O + RCH 2 OH * can also use NaBH 4 instead of LiAlH 4 C O H H 1. RMgBr, ether 2. H 3 O + RCH 2 OH C O R' H 1. RMgBr, ether 2. H 3 O + C OH R R' H C O R' R" 1. RMgBr, ether 2. H 3 O + C OH R R' "R C O R' OR" 1. 2 RMgBr, ether 2. H 3 O + C OH R R' R + R"OH R e a c t i o n s o f a l c o h o l s Alkyl halide synthesis Dehydration Oxidation RCH 2 OH SOCl 2 RCH 2 Cl PBr 3 RCH 2 Br (1 o or 2 o ) R 3 COH HCl R 3 CCl HBr R 3 CBr (3 o
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Unformatted text preview: only) OH H R R H 3 O + C C R R OH H POCl 3 C C pyridine (3 o only) (2 o or 3 o ) RCH 2 OH PCC CH 2 Cl 2 C O R H RCH 2 OH Jone's reagent H 2 O, acetone C O R OH C OH R R' H Jone's reagent or PCC, CH 2 Cl 2 C O R R' PCC = pyridinium chlorochromate Jone's reagent = CrO 3 / H 2 SO 4 Acidity ROH + NaH RO-Na + + H 2 2 ROH + 2 Na 2 RO-Na + + H 2...
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