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Methyl isoeugenol

Methyl isoeugenol Basic information
Product Name:Methyl isoeugenol
Synonyms:1-(3,4-dimethoxyphenyl)-1-propen;1-(3,4-Dimethoxyphenyl)-1-propene;1,2-dimethoxy-4-(1-propenyl)-benzen;1,2-Dimethoxy-4-[(1E)-1-propenyl]benzene;1,2-Dimethoxy-4-propen-1-ylbenzene;1,2-dimethoxy-4-propenyl-benzen;1,2-dimethoxy-4-propenylbenzene,mixtureof;METHYL ISOEUGENOL 98+% FCC
CAS:93-16-3
MF:C11H14O2
MW:178.23
EINECS:202-224-6
Product Categories:Acyclic;Alkenes;Building Blocks;Chemical Synthesis;Organic Building Blocks
Mol File:93-16-3.mol
Methyl isoeugenol Structure
Methyl isoeugenol Chemical Properties
Melting point 98-100 °C(lit.)
Boiling point 262-264 °C(lit.)
density 1.05 g/mL at 25 °C(lit.)
refractive index n20/D 1.568(lit.)
FEMA 2476 | ISOEUGENYL METHYL ETHER
Fp >230 °F
storage temp. Sealed in dry,Room Temperature
solubility Chloroform (Slightly), Methanol (Slightly)
form Oil
color Colourless
Odorat 100.00 %. spicy clove blossom carnation woody
Odor Typespicy
JECFA Number1266
LogP3.05
CAS DataBase Reference93-16-3(CAS DataBase Reference)
NIST Chemistry ReferenceBenzene, 1,2-dimethoxy-4-(1-propenyl)-(93-16-3)
EPA Substance Registry SystemBenzene, 1,2-dimethoxy-4-(1-propenyl)- (93-16-3)
Safety Information
Risk Statements 20/22-36/37/38-42
Safety Statements 22-26-36/37-45
RIDADR 2811
WGK Germany 2
RTECS CZ7000000
HS Code 29093090
MSDS Information
ProviderLanguage
SigmaAldrich English
Methyl isoeugenol Usage And Synthesis
DescriptionIsoeugenyl 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 Propertieslight yellow liquid
Chemical PropertiesIsoeugenol Methyl Ether occurs in small quantities in several essential oils. It is a colorless to pale yellow liquid with a mild clove odor.
OccurrenceThe 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.
UsesPerfumery, flavoring agent.
UsesMethyl isoeugenol can be used as a natural food flavor in food industries.
DefinitionChEBI: Isomethyleugenol is a phenylpropanoid, an olefinic compound and a dimethoxybenzene.
PreparationBy methylation of isoeugenol with methyl sulfate in alkaline solution
Toxicity evaluationThe 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 DescriptionMethyl 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.
Methyl isoeugenol Preparation Products And Raw materials
Raw materialsISOEUGENOL
trans-2,4,5-Trimethoxycinnamic acid Methyl Dimethoxy 3,4-Dimethoxycinnamonitrile 3,4-dihydro-5,6,7-trimethoxy-2-naphthoic acid Methyl isoeugenol Dimefluthrin 4-HYDROXY-3,5-DIMETHOXYPROPENYLBENZENE 3,4,5-TRIMETHOXYCINNAMIC ACID Polyethylene Glycol Monomethyl Ether O-EUGENOL Kresoxim-methyl RADICININ FROM ALTERNARIA CHRYSANTHEMI 4-ACETOXY-3,5-DIMETHOXYPROPENYLBENZENE FEMA 2476 3,4-DIMETHOXYCINNAMIC ACID Methyl eugenol FEMA 2476,O-METHYL ISOEUGENOL,1,2-DIMETHOXY-4-PROPENYLBENZENE,3,4-DIMETHOXYPROPENYLBENZENE
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