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Glossary of alcohols

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alkylborane + peroxide + OH
C-C + B(OH)3
H OH

antimarkovnikov
alkene + KMnO4
C - C
OH OH

syn-hydroxylation
R-CH2OH + KMnO4
carboxylic acid
2º alcohol + K2Cr2O7 or CrO3
ketone
R-CH2OH + PCC
aldehyde
3 R-OH + PX3
3 R-X + H3PO3
R-X + OH(or H2O)
R-OH +X(or HX)
RO-H + M
RO M + 1/2 H2
C-OMgX + H2O
R
C-OH + Mg + X
R
3º alcohol + neutral KMnO4
no rxn
alkene + mercuric acetate + water
C - C ---> C - C
OH HgOAc OH H

markovnikov addition
alkene + RCO2OH
C-C + H2O, H --> OH
O C - C
OH

anti hydroxylation
alkene + (BH3)2 diborane
C-C alkylborane
H B
C-C + acid
H OH
C=C + H2O
R-OH + HX
R-X + H2O

R may rearrange
aldehyde or ketone + R-MgX
C-OMgX
R

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