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Coumarin


Coumarin
Chemical name 1,2-Benzopyrone, 2H-1-Benzopyran-2-one
Chemical formula C9H6O2
Molecular mass 146.14 g/mol
Melting point 71 °C
Boiling point 301 °C
Density 0,935 g/cm³ (20 °C)
CAS number 91–64–5
SMILES
Disclaimer and references

Coumarin is a chemical compound. As a phytochemical is has been extracted from many plants, notably in high concentration in woodruff (Galium odoratum, Rubiaceae). It has a sweet scent, readily recognised as the scent of newly-mown lawns. It has clinical value as the precursor for several anticoagulants, notably warfarin. Another coumarin phytochemical derivative is called imperatorin. It is also used as a gain medium in a type of dye laser. Coumarin is slightly poisonous and should only be consumed in small amounts and after medical consultation, otherwise headaches or even mind-altering effects can ensue.

Synthesis

The biochemistry pathway for production of coumarin in plants is hydroxylation, glycolysis and cyclisation of cinnamic acid. Coumarin can be prepared in a laboratory in a Perkin reaction between salicylaldehyde and acetic anhydride.







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