Organic Synthesis Flashcards
Bromoalkane to alcohol
NaOH
Reflux
Bromoalkane to primary amine
NH₃
Ethanol
Reflux
Alcohol to bromoalkane
NaBr
H₂SO₄
Reflux
Bromoalkane to alkene
NaOH/ethanol
Reflux
Alkene to bromoalkane
HBr 20˚C
Alkene to alkane
H₂
150°C
Nickel catalyst
Alkene to dibromoalkane
Br₂
20˚C
Alcohol to aldehyde/ketone
K₂Cr₂O₇
H₂SO₄
Heat then distill
Aldehyde/ketone to alcohol
LiAlH4
Dry ethyl ether
Heat
Aldehyde/ketone to hydroxynitrile
HCN
Ethanol
Reflux
Carboxylic acid to alcohol
LiAlH₄
Dry ethyl ether
Heat
Aldehyde/ketone to carboxylic acid
K₂Cr₂O₇
H₂SO₄
Reflux
Nitrile to carboxylic acid
HCL
Reflux
Carboxylic acid to ester
Alcohol
H⁺ catalyst
Reflux
Ester to carboxylic acid
H⁺ reflux
Acyl chloride to carboxylic acid
H₂O
20˚C
Carboxylic acid to acyl chloride
PCl₅
20˚C
Acyl chloride to ester
Alcohol
20°C
Acyl chloride to N-substituted amide
Amine
20˚C
Acyl chloride to primary amide
NH₃
20°C
Benzene to benzenesulfonic acid
Sulfonation
Fuming H₂SO₄
Warm
Benzene to cyclohexane
H₂
Raney nickel catalyst
Benzene to bromobenzene
Bromination
Br₂
FeBr₃ catalyst
Warm
Acylation of benzene
RCOCl
AlCl₃
Catalyst, reflux, dry ether
Alkylation of benzene
RCl
AlCl₃
Catalyst
Reflux dry ether
Benzene to nitrobenzene
Nitration
H₂SO₄
HNO₃
55°C
Nitrobenzene to phenylamine
Sn/HCL
Reflux
Phenylamine to benzenediazonium chloride
HNO₂/HCl
Benzenediazonium chloride to yellow/orange azo compound
Phenol
NaOH
Phenol to 2,4,6 triobromophenol
Bromine water
20°C
Phenol to 2-nitrophenol + 4-nitrophenol
Dilute nitric acid.
Alkane to bromoalkane
Br₂ UV light