Eugenol
Title: Eugenol
CAS Registry Number: 97-53-0
CAS Name: 2-Methoxy-4-(2-propenyl)phenol
Additional Names: 4-allyl-2-methoxyphenol; allylguaiacol; eugenic acid; caryophyllic acid
Molecular Formula: C10H12O2
Molecular Weight: 164.20
Percent Composition: C 73.15%, H 7.37%, O 19.49%
Literature References: Obtained from many natural sources: Beilstein vol. 6, 961. Prepn: Claisen, Ann. 418, 113 (1919); from oil of cloves: Waterman, Priester, Rec. Trav. Chim. 48, 1272 (1929). Toxicity study: E. C. Hagan et al., Toxicol. Appl. Pharmacol. 7, 18 (1965).
Properties: Colorless or pale yellow liquid, bp 255°. Darkens and thickens on exposure to air. Odor of cloves; spicy, pungent taste. mp -9.2 to -9.1°. d420 1.0664. nD20 1.5410. Practically insol in water. Misc with alcohol, chloroform, ether, oils. One ml dissolves in 2 ml 70% alcohol; sol in glacial acetic acid, in aq fixed alkali hydroxide solns. Ferric chloride, potassium permanganate. LD50 in rats, mice (mg/kg): 2680, 3000 orally (Hagan).
Melting point: mp -9.2 to -9.1°
Boiling point: bp 255°
Index of refraction: nD20 1.5410
Density: d420 1.0664
Toxicity data: LD50 in rats, mice (mg/kg): 2680, 3000 orally (Hagan)
 
Derivative Type: Benzoate
Additional Names: O-Benzoyleugenol
Molecular Formula: C17H16O3
Molecular Weight: 268.31
Percent Composition: C 76.10%, H 6.01%, O 17.89%
Properties: Crystals, mp 69-70°. bp 360°. Freely sol in benzene, chloroform, ether, hot alcohol. Practically insol in water.
Melting point: mp 69-70°
Boiling point: bp 360°
 
Use: In perfumery instead of oil of cloves; manuf vanillin. As insect attractant.
Therap-Cat: Analgesic (dental).
Keywords: Analgesic (Dental).

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