EUGENOL. 381 



(p. 324) and anisic acid. Under the influence of con 

 centrated phosphoric acid, concentrated sulphuric acid, 

 antimony chloride, iodine in potassium iodide, etc., it 

 is transformed into isomeric or polymeric compounds. 

 An isomeric liquid compound also appears to be con 

 tained in the oils mentioned, together with the solid 

 variety. 



Eugenol (Eugenic acid), C 10 H 12 2 ( = 



( OH \ 



C 6 H 3 1 O.CH 3 ? 1 Is contained in oil of cloves (from 



( C 3 H 5 J . 



the bud blossoms of Caryophyllus aromaticus), in oil of 

 pimenta (from the fruit of Myrtus pimenta), in the 

 volatile oils of Per sea caryophyllata, and in the bark of 

 Canella alba. Can be obtained therefrom by dissolving 

 in caustic potassa, removing the undissolved portions 

 of the oils by filtering and heating, and reprecipitating 

 with carbonic anhydride. Colorless liquid, boiling at 

 253 ; of an aromatic odor and sharp taste ; insoluble 

 in water ; becomes brown when kept. Conducts itself 

 chemically like a phenol. When distilled with hydri- 

 odic acid, it yields methyl iodide and a red resin, 

 C 9 H 10 2 ; fused with potassium hydroxide, proto- 

 catechuic acid (p. 356) and acetic acid, 



( O.CH 3 -\ 

 Eugetic acid, C 11 !! 1 ^ = C 9 IF \ OH ? I Is 



(CO.OII J. 



formed by the simultaneous action of sodium and car 

 bonic anhydride on eugenol. Thin, colorless prisms ; 

 difficultly soluble in cold water, easily in alcohol and 

 ether ; its aqueous solution is turned deep blue by iron 

 chloride ; fuses at 124, and is resolved by stronger 

 heat into carbonic anhydride and eugenol. 



Sinapic acid, C n H 12 5 . Is formed by boiling the 

 salts of sinapin (see Alkaloids) with barium hydroxide. 

 Small, colorless prisms, not volatile without decom 

 position. But slightly soluble in cold water and cold 



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