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Eugenol
General
Systematic name Eugenol
Other names 2-Methoxy-4-(2-propenyl)phenol
Allylguaiacol
4-Allyl-2-methoxyphenol
Eugenic acid
Caryophyllic acid
1-Allyl-3-methoxy-4-hydroxybenzene
5-Allylguaiacol
2-Methoxy-4-allylphenol
4-Allylguaiacol
Allylguaiacol
4-allylcatechol-2-methyl ether
4-allyl-1-hydroxy-2-methoxybenzene
1-hydroxy-2-methoxy- 4-prop-2-enylbenzene
1,3,4-eugenol
Caryophyllic acid
1-hydroxy-2-methoxy-4-allylbenzene
4-hydroxy-3-methoxyallylbenzene
2-methoxy -1-hydroxy-4-allylbenzene
1-allyl-4-hydroxy-3-methoxybenzene
1-hydroxy-4-allyl-2-methoxybenzene
1-hydroxy-2-methoxy-4-propenylbenzene
2-methoxy-4-(2-propen-1-yl)phenol
Molar mass 164.20 g/mol
Melting point -9 °C
Boiling point 256 °C
Flash point 104 °C
Except where noted otherwise, data are given for
materials in their standard state (at 25°C, 100 kPa)
Chemical infobox

Eugenol (C10H12O2), is an allyl chain-substituted guaiacol, i.e. 2-methoxy-4-(2-propenyl)phenol. Eugenol is a member of the allylbenzene class of chemical compounds. It is a clear to pale yellow oily liquid extracted from certain essential oils especially from clove oil and cinnamon. It's slightly soluble in water and soluble in organic solvents. It has a pleasant, spicy, clove-like odor.

Modern uses


Eugenol is used in perfumeries, flavorings, essential oils and in medicine as a local antiseptic and anaesthetic. It was used in the production of isoeugenol for the manufacture of vanillin, though most vanillin is now produced from petrochemicals or from by-products of paper manufacture. When mixed with zinc oxide, eugenol forms a cement used in dentistry.

Eugenol derivatives or methoxyphenol derivatives in wider classification are used in perfumery and flavoring. They are used in formulating insect attractants and UV absorbers, analgesics, biocides and antiseptics. They are also used in manufacturing stabilizers and antioxidants for plastics and rubbers.

Also, the main biologically active compounds in clove cigarettes are eugenol and nicotine.

Toxicity


Overdose is possible, causing a wide range of symptoms from blood in the patient's urine, to convulsions, diarrhea, nausea, unconsciousness, dizziness, or rapid heartbeat.

Phenols | Alkenes | Phenylpropanoids | Perfumery

Eugenol | Eugénol | Eugenolo | Eugenol | Eugenol | ยูเจนอล

 

This article is licensed under the GNU Free Documentation License. It uses material from the "Eugenol".

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