Guaiacol Carbonate

Title: Guaiacol Carbonate
CAS Registry Number: 553-17-3
Additional Names: Carbonic acid bis(2-methoxyphenyl) ester; guaiacol carbonic acid neutral ester; carbonic acid guaiacol ether
Trademarks: Duotal
Molecular Formula: C15H14O5
Molecular Weight: 274.27
Percent Composition: C 65.69%, H 5.14%, O 29.17%
Literature References: Prepd by the action of phosgene on a concd soln of guaiacol in aq NaOH: DE 58129 (to Bayer); S. P. Schotz, Synthetic Organic Compounds (London, 1925) p 137; J. Schwyzer, Die Fabrikation pharmazeutischer und chemisch-technischer Produkte (Berlin, 1931) p 212; H. P. Kaufmann, Arzneimittel-Synthese (Springer-Verlag, 1953) p 607.
Properties: Odorless needles from ethanol, mp 88.1°. Faint taste of guaiacol. Practically insol in water. At room temp 1 g dissolves in 60 ml ethanol, 1 ml chloroform, 18 ml ether. Much more sol in hot alcohol, hot benzene, hot chloroform. Slightly sol in liq fatty acids. At 20°, 100 g of glycerol (d 1.2612) will dissolve 0.043 g of guaiacol carbonate. Difficult to hydrolyze. Upon ingestion much is excreted unchanged.
Melting point: mp 88.1°
Therap-Cat: Expectorant.
Therap-Cat-Vet: Expectorant.
Keywords: Expectorant.
Status: This monograph has been retired and is no longer subject to revision or update.
Guaiacol Phosphate Guaiacol Valerate Guaiapate Guaiazulene Guaiol