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Eugenol / ˈ j uː dʒ ɪ n ɒ l / is an allyl chain-substituted guaiacol, a member of the allylbenzene class of chemical compounds. [2] It is a colorless to pale yellow, aromatic oily liquid extracted from certain essential oils especially from clove , nutmeg , cinnamon , basil and bay leaf .
It is the methyl ether of eugenol and is important to insect behavior and pollination. [2] It is found in various essential oils. Methyl eugenol is found in a number of plants (over 450 species from 80 families including both angiosperm and gymnosperm families) and has a role in attracting pollinators. About 350 plant species have them as a ...
Guaiacol is a precursor to various flavorants, such as eugenol. [15] An estimated 85% of the world's supply of vanillin comes from guaiacol. Because consumers tend to prefer natural vanillin to synthetic vanillin, methods such as microbial fermentation have been adopted.
It can be synthesized from eugenol and has been used in the manufacture of vanillin. It may occur as either the cis (Z) or trans (E) isomer. Trans (E) isoeugenol is crystalline while cis (Z) isoeugenol is a liquid. [6] Isoeugenol is one of several phenolic compounds responsible for the mold-inhibiting effect of smoke on meats and cheeses. [7]
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Acetyleugenol is a phenylpropanoid compound found in cloves.It is the second in abundance to the related compound eugenol in certain extract preparations. [1] [2] Like eugenol, its found in several plants such as Acacia nilotica and Piper betle [3] [4] [5] and has similar antibacterial and antifungal properties on C. albicans and S. mutans. [6]
Vanillin was first synthesized from eugenol (found in oil of clove) in 1874–75, less than 20 years after it was first identified and isolated. Vanillin was commercially produced from eugenol until the 1920s. [37] Later it was synthesized from lignin-containing "brown liquor", a byproduct of the sulfite process for making wood pulp. [12]
Estragole (p-allylanisole, methyl chavicol) is a phenylpropene, a natural organic compound. Its chemical structure consists of a benzene ring substituted with a methoxy group and an allyl group. It is an isomer of anethole, differing with respect to the location of the double bond. It is a colorless liquid, although impure samples can appear ...