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EUGENOL (allyl guaiacol, eugenic acid...

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Originally appearing in Volume V09, Page 886 of the 1911 Encyclopedia Britannica.
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EUGENOL (allyl guaiacol, eugenic See also:acid), C10H1202 , an odoriferous principle; it is the See also:chief constituent of oil of See also:cloves, and occurs in many other essential See also:oils. It can be synthetically prepared by the reduction of See also:con iferyl See also:alcohol, (HO) (CH3O) C 6H3 • CH :CH • See also:CH2OH, which occurs in See also:combination with See also:glucose in the See also:glucoside coniferin, C16H2208. It is a colourless oil boiling at 247° C., and having a spicy odour; On oxidation with See also:potassium permanganate it gives homovanillin, vanillin, &c.; with chromic acid in acetic acid See also:solution it is converted into See also:carbon dioxide and acetic acid, whilst nitric acid oxidizes it to oxalic acid. By the See also:action of alkalis it is converted into iso-eugenol, which on oxidation yields vanillin, the odorous principle of See also:vanilla (q.v.). This transformation of allyl phenols into propenyl phenols is very See also:general (see Ber., 1889, 22, p. 2747; 1890, 23, p. 862). See also:Alkali See also:fusion of eugenol gives protocatechuic acid. The amount of eugenol in oil of cloves can be estimated by acetylation, in presence of See also:pyridine (A. Verley and Fr. Baelsing, See also:Bee., 1901, 34, p. 3359).

Chavibetol, an isomer of eugenol, occurs in the ethereal oil obtained from See also:

Piper belle.

End of Article: EUGENOL (allyl guaiacol, eugenic acid), C10H1202

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