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Carvacrol



Carvacrol
IUPAC name 2-methyl-5-(1-methylethyl)phenol
Identifiers
CAS number 499-75-2
SMILES CC1=C(C=C(C=C1)C(C)C)O
Properties
Molecular formula C10H14O
Molar mass 150.22 g/mol
Density  ? g/cm3
Melting point

0 °C

Boiling point

236-237 °C

Except where noted otherwise, data are given for
materials in their standard state
(at 25 °C, 100 kPa)
Infobox disclaimer and references

Carvacrol, or cymophenol, C6H3CH3(OH)(C3H7), is a constituent of the ethereal oil of Origanum hirtum, oil of thyme, oil obtained from pepperwort, and wild bergamot. It may be synthetically prepared by the fusion of cymol sulfonic acid with caustic potash; by the action of nitrous acid on 1-methyl-2-amino-4-propyl benzene; by prolonged heating of five parts of camphor with one part of iodine; or by heating carvol with glacial phosphoric acid or by performing a dehydrogenation of carvone with a Pd/C catalyst. It is extracted from Origanum oil by means of a 50% potash solution. It is a thick oil which sets at 20 °C to a mass of crystals of melting point 0°C, and boiling point 236-237 °C. Oxidation with ferric chloride converts it into dicarvacrol, whilst phosphorus pentachloride transforms it into chlorcymol. Carvacrol is the main antibiotic molecule in Oreganos. The percent of carvacrol in raw organo and essential oil preparation is between 2-5% and 40-70% respectivley (mehrdad, 2007).

References

    • This article incorporates text from the Encyclopædia Britannica Eleventh Edition, a publication now in the public domain.
     
    This article is licensed under the GNU Free Documentation License. It uses material from the Wikipedia article "Carvacrol". A list of authors is available in Wikipedia.
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