Description
Isoeugenyl methyl ether has a delicate, clove-carnation odor and
a burning bitter taste. May be prepared by methylation of isoeugenol with methyl sulfate in alkaline solution.
Chemical Properties
Isoeugenol Methyl Ether occurs
in small quantities in several essential oils. It is a colorless to pale yellow liquid
with a mild clove odor.
Chemical Properties
light yellow liquid
Occurrence
The natural and the commercial products are a mixture of cis- and trans-isomers; originally isolated in the oil
roots of Asarum arifolium Michx.; in the oil of Cymbopogon javanensis, Orthodon methylisoeugenoliferum F. (approx. 53%) and
others. Reported found in orange peel oil, ginger, calamus, dried bonito and mastic gum leaf and fruit oil.
Definition
ChEBI: Isomethyleugenol is a phenylpropanoid, an olefinic compound and a dimethoxybenzene.
Preparation
By methylation of isoeugenol with methyl sulfate in alkaline solution
Toxicity evaluation
The acute oral LD50 in rats was reported as 1.5 g/kg (Jenner, Hagan, Taylor, Cook & Fitzhugh, 1964) and as 2.5 g/kg (2.03-3.08 g/kg) (Keating, 1972). The ip LD50 in mice was reported as 0.5 g/kg for the eis- isomer and as 0.35 g/kg for the trans- isomer (Caujolle & Meynier, 1960). The acute dermal LD50 in rabbits exceeded 5 g/kg (Keating, 1972)
General Description
Methyl isoeugenol is one of the main components found in the essential oil extracted from Acorus calamus, bark of Croton malambo and rhizomes of Zingiber zerumbet, Hedychium coronarium and Etlingera cevuga.