Eugenol methyl ether

Eugenol methyl ether (4-allyl-l,2-dimethoxybenzene) [93-15-2] M 178.2, m -4 , b 127-129 /llmm, 146 /30mm, 154.7 /760mm, dj 1.0354, n 11.53411. Recrystd from hexane at low temp and redistd (preferably in vacuo). [Hillmer and Schoming Z Phys Chem [A] 167 407 1934 Briner and Fliszdr Helv Chim Acta 42 2063 1959.]... 

A synthesis of possible biological significance was effected by Spath and Berger, who ozonised eugenol methyl ether to 3 4-dimethoxyphenyl-acetaldehyde (Villa), which was then condensed with 3 4-dimethoxy-phenylethylamine (Vlllb), and the resulting Schiff s base (IX) treated wit hot 19 per cent, hydrochloric acid, whereby it was transformed into... 

The ptinolpal constituent ie safrol, hut linalol, eugenol, and eugenol-methyl ether ate also present in the oil. 

Eugenol, ml08 Eugenol methyl ether, a84 Fenchone, t376 Fenchyl alcohol, t375 A -9/7-(2-Fluorenyl)acetainide, al3... 

Esterase, pectin RtDCii9 Ethanolamine, phosphatidyl PpCl96 Ethylamine Rt iDC199 Eugenin Call Tiss , Rpci56 Eugenol methyl ether phenylpropanoid Fr EO 1.23%dco90... 

Ethyl phenylacetate <60.5 Ethyl salicylate 103.5 Eugenol( 2-Methoxy-4-allylphenol)<59.5 Eugenol methyl ether <61.5... 

Ethylene bromide Ethyl ether Ethyl fumarate 2-Ethylhexanol Ethylidine diacetate Ethyl maleate Ethyl valerate Eugenol methyl ether... 

SYNS l-ALLYL-3,4-DIMETHOXYBENZENE 4-ALLYLVERATROLE l,2-DIMETHOXY-4-ALLYL-BENZENE l-(3,4-DIMETHOXYPHENYL)-2-PROPENE ENT 21,040 1,3,4-EUGENOL METHYL ETHER EL GENYL METHYL ETHER FEMA No. 2475 METHYL EUGENOL (FCC) VERATROLE METHYL ETHER... 

Safrol, eugenol methyl ether, apiol and isoapiol yield a mixture of two isomeric acetates, one of which is crystalline, the other syrupy. 

The approximate composition of the oil is eugenol methyl ether, 50-60 per cent pinene, 15-20 per cent camphor, 15-20 per cent, safrole, 5-10 per cent. 

Isoeugenol methyl ether was prepared from eugenol methyl ether by mixing eugenol methyl ether (150 parts) with potassium hydroxide (1.5 parts) and absolute ethyl alcohol (3.2 parts) at 160 to 165°C with stirring. The temperature of the mixture rose rapidly to 190 to 195° C and after 30 minutes the heat was turned off, by which time the temperature had fallen to 170°C. When the mixture reached room temperature, water was added. The oily layer was separated off, dried and vacuum distilled. The distillate (130 parts) was substantially all cis and tran.s isoeugenol methyl other. Source Bush 1968... 

Composition (is assumed to be approximately the same for both, nutmeg and mace) Mainly monoterpene hydrocarbons (app. 90%), as well as myristicin, elemicin, saf-role, eugenol, eugenol methyl ether, terpinene-4-ol, a-terpineol, linalool and others. ISO specifies nutmeg oil (Indonesian type) as follows a-pinene (15-28%), P-pinene (13-18%), sabinene (14-29%), 8-3-carene (0.5-2%), limonene (2-7%), y-terpinene (2-6%), terpinene-4-ol (2-6%), safrole (1-2.5%), myristicin (5-12%) [176], For latest review articles see [177, 178, 179, 180]. 

Pimento. Allspice Jamaica psppsr semen Amo-mi. Dried, nearly ripe fruit of Pimento officinalis Lindi., Myrtaceae. Habit East and West Indies, Central and South America. Consiit 3-4.5% volatile oil containing about 70% eugenol and small quantities eugenol methyl ether cineol. l ct -phellandrene and caryophyltene resin, tannin, fixed oil, sugar, gum. 

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