Organic 2 Final Exam

alkene to ketone
H20, H2SO4, HgSO4
alkyne to aldehyde
1. (sia)2BH 2. H2O2, NaOH
alcohol to ketone or aldehyde
PCC or K2Cr2O7/ H2SO4 or H2O/ heat
alkene to oxirane
RCO3H or MCPBA/ CH2CL
alkyne to carbon ring with 2Cl
:CCl2
alkene to carbon ring
CH2I/ Zn(Cu)
alcohol to Br
PBr3
alcohol to alkene
H2SO4
aldehyde to carboxylic acid
H2CrO4 or CrO3/ H2SO4 or KMnO4 or 1.Ag2O/ THF/ NaCl/ H2O 2. HCl/ H2O
ketone or aldehyde to alcohol
1. LiAlH4 2. H2O/ HCl or NaBH4/ CH3OH
alchol to Cl
SOCl2
ketone or aldehyde to cyclic acetal
di-ol
alkene to diol
OsO4/ H2O2
ketone or aldehyde to alkene + C-R
Ph3P(+)C(-)H2
create phonium ylide
BX-R + 1. Ph3P 2. BuLi –> Ph3P(+)R(-)
create acetal or hemiacetal
ketone or aldehyde + H2O or alchol
protecting groups
cyclic acetal or dihydropyran
removal (reduction) of ketone of aldehyde
Zn(Hg)/ HCl or H2NNH2/ KOH
alpha halogenation
Br2/ RCOOH
x

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