Osmorhizole
Osmorrhizole-UP.gif

Osmorhizole is an allylbenzene essential oil. It’s a derivative of methyl chavicol with the addition of a methoxy group on the benzene ring. It’s also a positional isomer of methyl eugenol and 3,5-dimethoxyallylbenzene.

Natural Sources

Osmorhizole is found in chervil leaves which contain 0.3% essential oil. The essential oil contains pinene, phellandrene, methyl chavicol (21.1-83.10%) and osmorhizole (15.15-57.4%).[2] [3] [4]

In PiHKAL this allylbenzene is incorrectly spelled "osmorrhizole". The reference also makes claims that osmorhizole occurs in carrots. Until it's existence in carrots can be verified by another source this information should be regarded as dubious.

Plant Part Contents of Essential Oil
Carrot Unverifiable/Dubious Unverifiable/Dubious [1]
Chervil (Anthriscus cerefolium) Leaves 16-57.4% [2] [3] [4]
Chervil (Anthriscus cerefolium) Seeds Unspecified [2] [3] [4]

Chemical Properties

Synonyms: 2,4-dimethoxy-1-prop-2-enylbenzene; Benzene, 1-allyl-2,4-dimethoxy-; 1-Allyl-2,4-dimethoxybenzene; 3-(2,4-dimethoxyphenyl)-1-propene
IUPAC Name: 2,4-Dimethoxy-1-(prop-2-en-1-yl)benzene
PubChem CID: 3083821
ChemSpider ID: 2340972
CAS #: 3698-23-5
Molecular Weight: 178.22766 [g/mol]
Molecular Formula: C11H14O2
XLogP3: 3.1
Boiling Point: 71-72 C
InChI: InChI=1S/C11H14O2/c1-4-5-9-6-7-10(12-2)8-11(9)13-3/h4,6-8H,1,5H2,2-3H3
InChIKey: HZLYHZSHPUFYAR-UHFFFAOYSA-N
Canonical SMILES: COC1=CC(=C(C=C1)CC=C)OC

References
1. Dr. Alexander Shulgin and Ann Shulgin. PiHKAL: A Chemical Love Story. ISBN 0-9630096-0-5. 1991
2. M. Olle and I. Bender //The content of oils in umbelliferous crops and its formation //Agronomy Research 8 (Special Issue III), 687–696, 2010
3. Simandi, B. //Journal of essential oil research : JEOR. //May/June 1996. v. 8 (3)
4. Baser, K.H.C. (Anadolu University, Eskisehir, Turkey.); Ermin, N.; Demircakmak, B. //The essential oil of Anthriscus cerefolium (L.) Hoffm. (Chervil) growing wild in Turkey //Journal of essential oil research : JEOR //(Jul-Aug 1998) //1041-2905 //Vol. No. v. 10(4) p. 463-464
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