Organic Synthesis Flashcards
What’s the reagents and conditions for alcohol to aldehyde?
Potassium dichromate, sulfuric acid, distill a primary alcohol
What’s the reagents and conditions for aldehyde to alcohol?
LiAlH4 in dry ether
Or NaBH4 in methanol and water
What’s the reagents and conditions for aldehyde to carboxylic acid?
Potassium dichromate, sulfuric acid and reflux
What’s the reagents and conditions for alcohol to ketone?
Potassium dichromate, sulfuric acid, heat secondary alcohol in a reflux kit
What’s the reagents and conditions for ketone to alcohol?
LiAlH4 in dry ether
Or NaBH4 in methanol and water
What’s the reagents and conditions for alcohol to alkene?
Concentrated sulfuric acid or phosphoric acid and heat
What’s the reagents and conditions for alkene to alcohol?
Steam, phosphoric acid catalyst, 60 atm and 300°c
What’s the reagents and conditions for alcohol to haloalkane?
Sodium halide, sulfuric acid and 20°c
What’s the reagents and conditions for haloalkane to alcohol?
Warm sodium hydroxide, water and reflux
What’s the reagents and conditions for alkane to haloalkane?
Halogen and UV light
What’s the reagents and conditions for alkene to haloalkane?
Hydrogen halide at 20°c
What’s the reagents and conditions for haloalkane to alkene?
Potassium hydroxide, ethanol and reflux
What’s the reagents and conditions for alkene to dihaloalkane?
Halogen at 20°c
What’s the reagents and conditions for alkene to diol?
Acidified potassium manganate (KMnO4) at 20°c
What’s the reagents and conditions for alkene to alkane?
Hydrogen, Nickel catalyst at 150°c
What’s the reagents and conditions for alcohol to iodoalkane?
Iodine (I2), red phosphorous, reflux
What’s the reagents and conditions for carboxylic acid to alcohol?
LiAlH4 in ether
What’s the reagents and conditions for haloalkane to nitrile?
Potassium cyanide, ethanol, reflux
What’s the reagents and conditions for nitrile to primary amine?
- LiAlH4 and dilute H2SO4
- H2, Nickel catalyst, high temp and pressure
- sodium, ethanol, reflux
What’s the reagents and conditions for haloalkane to primary amine?
Ammonia and heat
What’s the reagents and conditions for nitrile to carboxylic acid?
Dilute HCl and reflux
What’s the reagents and conditions for haloalkane to carboxylic acid?
Mg, dry ether, CO2 in dilute acid. (Grignard reagent)
What’s the reagents and conditions for aldehyde/ketone to hydroxynitrile?
Potassium cyanide, sulfuric acid at 20°c
What’s the reagents and conditions for acyl chloride to carboxylic acid?
Water at 20°c
What’s the reagents and conditions for carboxylic acid to acyl chloride?
SOCl2
What’s the reagents and conditions for aldehyde/ketone to ester?
Conc sulfuric acid, alcohol, heat and catalyst
What’s the reagents and conditions for ester to carboxylic acid?
- Dilute sulfuric acid, water, reflux and catalyst
- dilute sodium hydroxide, reflux
What’s the reagents and conditions for ester to alcohol?
Dilute acid or alkali, reflux
What’s the reagents and conditions for alcohol to ester?
- Carboxylic acid, acid catalyst, heat
- acyl chloride
What’s the reagents and conditions for acyl chloride to primary amide?
Ammonia at 20 degrees
What’s the reagents and conditions for benzene to nitrobenzene?
Conc sulfuric acid and conc nitric acid, less than 55 degrees
What’s the reagents and conditions for benzene to phenylamime?
Conc HCl, tin and reflux. Add NaOH
What’s the reagents and conditions for benzene to phenylketone?
Acid chloride and aluminium chloride catalyst, reflux, anhydrous conditions
What’s the reagents and conditions for benzene to halobenzene?
Halogen, aluminium chloride catalyst in warm conditions
What’s the reagents and conditions for benzene to alkylbenzene?
Haloalkane, AlCl3 catalyst, under reflux
What’s the reagents and conditions for phenol to sodium phenoxide?
NaOH at 20 degrees
What’s the reagents and conditions for phenol to 2,4,6-tribromophenol?
Bromine water at 20 degrees