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Wednesday, February 25, 2015

Phenylacetone is an organic compound with the chemical formula C6H5CH2C(O)CH3. It is a colorless oil that is soluble in organic solvents. This substance is used in the manufacture of methamphetamine and amphetamine, where it is commonly known as P2P. Due to the illicit uses in clandestine chemistry, it was declared a schedule II controlled substance in the United States in 1980. Phenylacetone is the deamination product of amphetamine metabolism in the human body.

Preparation



It is prepared commercially by ketonization of phenylacetic acid and acetic acid over alumina at 400-500 °C. The aluminum oxide serves as a catalyst for the dehydration and decarboxylation:

C6H5CH2CO2H + CH3CO2H â†' C6H5CH2C(O)CH3 + CO2 + H2O
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Due to its status as a controlled substance, other laboratory scale methods have been reported. It can be produced by the condensation of benzaldehyde with nitroethane, which yields phenyl-2-nitropropene followed by reduction, usually in the presence of acid, to phenylacetone.

A conceptually simple example of phenylacetone organic synthesis is the Friedel-Crafts alkylation of benzene with chloroacetone.

This is, however, typically not used due to overalkylation commonly associated with Friedel-Crafts alkylation.

Applications



Phenyl acetone is used as an intermediate in the production of pesticides and anticoagulants.

See also



  • MDP2P - related compound with a methylenedioxy group, and a precursor to MDMA.
  • Cyclohexylacetone - the cyclohexane derivative of phenylacetone
  • Phenylacetones

References





 
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