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Unformatted text preview: for them *** OTs(Bs) WB WB 4) Substitution for OH with Br or Cl using PX 3 (X = Br or Cl) R OH R X PX 3 5) Substitution for OH with Cl using SOCl 2 (sulfonyl chloride) R OH R Cl SOCl 2 6) Glycol or Diol formation KMnO 4 or OsO 4 OH HO (syn addition) OH HO RCO 3 H a peroxyacid (anti addition) 7) Mild oxidation of a 1 o alcohol to form an aldehyde (you can only use a mild oxidizer) OH PCC or Cu, 250 C or o Ag 2 O O 8) Oxidation of a 2 o alcohol to form a ketone (you can use a mild or a strong oxidizer) OH PCC or Cu, 250 C or o Ag 2 O O or KMnO 4 or K 2 Cr 2 O 7 (mild oxidizers) (strong oxidizers) 9) Preparation of an ester by an equilibrium reaction of an alcohol with a carboxylic acid OH O OH + O O H 2 O + H +...
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