Chapter 28 - Organic Synthesis Flashcards
How can you form a nitrile from a haloalkane?
React KCN or NaCN with haloalkane in ethanol.
for example: 1-chloropropane + KCN -> butanenitrile .
The mechanism is nucleophillic substitution.
How can you form a nitrile from an aldehyde or ketone?
Aldehydes and ketones react with HCN by nucleophillic addition to form a hydroxynitrile.
HCN is too dangerous to be used in labs so is replaced with NACN and Sulfuric acid.
what are nitriles reduced to?
Nitriles can be reduced to amines by reacting it with hydrogen in the presence of nickel catalyst.
What are the products for the hydrolysis of nitriles?
Nitriles under hydrolysis to form carboxylic acids by heating with aqeouas acid eg HCL.
How to turn Alkene to alkane?
H2 + nickel catalyst
Alkene to haloalkane?
Hydrogen halide
Alkene to alcohol?
Steam + H3PO4 catalyst
Alcohol to alkene?
H3PO4 + heat
Alkane to haloalkane?
Halogen + UV
Haloalkane to nitrile?
NaCN + ethanol
Haloalkane to amine?
Ammonia +ethanol
Haloalkane to alcohol?
NaOH + reflux
Alcohol to haloalkane?
Sodium halide + H2SO4
Alcohol to aldehyde?
Primary alcohol + acidified potassium dichromate + distil
Alcohol to Carboxylic acid?
Primary alcohol + acidified potassium dichromate + reflux