Carvacrol

Title: Carvacrol
CAS Registry Number: 499-75-2
CAS Name: 2-Methyl-5-(1-methylethyl)phenol
Additional Names: 2-p-cymenol; 2-hydroxy-p-cymene; isopropyl-o-cresol; isothymol
Molecular Formula: C10H14O
Molecular Weight: 150.22
Percent Composition: C 79.95%, H 9.39%, O 10.65%
Literature References: Found in oil of origanum, thyme, marjoram, summer savory: E. Guenther, The Essential Oils vol. 2 (Van Nostrand, New York, 1949) p 503; Carpenter, Easter, J. Org. Chem. 20, 401 (1955). Prepn by chlorination of a-pinene with tert-butyl hypochlorite: Ritter, Ginsburg, J. Am. Chem. Soc. 72, 2381 (1950); from 2-bromo-p-cymol: Strubell, Baumgartel, Arch. Pharm. 291, 66 (1958). Toxicity data: Kochmann, Arch. Exp. Pathol. Pharmakol. 161, 196 (1931).
Properties: Liquid; thymol odor. d420 0.976; d2525 0.9751. bp760 237-238°; bp18 118-122°; bp3 93°. mp ~0°. nD20 1.52295. uv max (95% ethanol): 277.5 nm (log e 3.262). Volatile with steam. Practically insol in water. Freely soluble in alc or ether. LD orally in rabbits: 100 mg/kg (Kochmann).
Melting point: mp ~0°
Boiling point: bp760 237-238°; bp18 118-122°; bp3 93°
Index of refraction: nD20 1.52295
Absorption maximum: uv max (95% ethanol): 277.5 nm (log e 3.262)
Density: d420 0.976; d2525 0.9751
Toxicity data: LD orally in rabbits: 100 mg/kg (Kochmann)
Use: As disinfectant; in organic syntheses.
Therap-Cat: Has been used as anti-infective; anthelmintic (Nematodes).
Keywords: Anthelmintic (Nematodes); Antiseptic/Disinfectant; Phenols.
Carvedilol Carvone Carzenide Carzinophilin A Casanthranol

Carvacrol[1]
Carvacrol
Identifiers
CAS number 499-75-2 YesY
PubChem 10364
ChemSpider 21105867 YesY
UNII 9B1J4V995Q YesY
KEGG C09840 YesY
ChEMBL CHEMBL281202 YesY
Jmol-3D images Image 1
Properties
Molecular formula C10H14O
Molar mass 150.217 g/mol
Density 0.9772 g/cm3 at 20 °C
Melting point 1 °C; 34 °F; 274 K
Boiling point 237.7 °C; 459.9 °F; 510.8 K
Solubility in water insoluble
Solubility soluble in ethanol, diethyl ether, carbon tetrachloride, acetone[2]
 YesY (verify) (what is: YesY/N?)
Except where noted otherwise, data are given for materials in their standard state (at 25 °C (77 °F), 100 kPa)
Infobox references

Carvacrol, or cymophenol, C6H3CH3(OH)(C3H7), is a monoterpenoid phenol. It has a characteristic pungent, warm odor of oregano.[3]