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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 .
Oil of clove, also known as clove oil or eugenol, is an essential oil extracted from the clove plant, Syzygium aromaticum. [1] [2] Clove oil is commonly used in aromatherapy and for flavoring food, tea, and toothpaste. [2] [3] In alternative medicine, it may be used as a topical medication to relieve toothache.
The compound eugenol is responsible for most of the characteristic aroma of cloves. Eugenol comprises 72–90% of the essential oil extracted from cloves, and is the compound most responsible for clove aroma. [14] [53] Complete extraction occurs at 80 minutes in pressurized water at 125 °C (257 °F). [54]
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]
The setting reaction produces an end product called zinc eugenolate, which readily hydrolyses, producing free eugenol that causes adverse effects on fibroblast and osteoclast-like cells. At high concentrations localised necrosis and reduced healing occurs whereas for low concentrations contact dermatitis is the common clinical manifestation.
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Liquid (eugenol, ~85%, olive oil ~15%) ZOE impression pastes are sold in two separate tubes. The first tube contains zinc oxide and vegetable or mineral oil, while the second tube contains eugenol and rosin. The vegetable or mineral oil acts as a plasticizer and helps to counteract the irritant action of eugenol.