Gladiolic Acid

Title: Gladiolic Acid
CAS Registry Number: 478-05-7
CAS Name: 2,3-Diformyl-6-methoxy-5-methylbenzoic acid
Additional Names: 4-methoxy-5-methyl-o-phthalaldehyde-3-carboxylic acid
Molecular Formula: C11H10O5
Molecular Weight: 222.19
Percent Composition: C 59.46%, H 4.54%, O 36.00%
Literature References: Fungistatic antibiotic produced by Penicillium gladioli Machacek: Brian et al., Nature 157, 697 (1946). Active only in the form shown; the lactol form, 4-formyl-3-hydroxy-7-methoxy-6-methylphthalide, is inactive. Structure: Grove, Biochem. J. 50, 648 (1952); 54, 664 (1953); J. Chem. Soc. 1952, 3345; Raistrick, Ross, Biochem. J. 50, 635 (1952). Synthesis: Brown, Newbold, J. Chem. Soc. 1954, 1076.
Properties: Silky needles from water, mp 160°. pK 4.4. uv max: 214, 271, 304 nm (e 18500, 6900, 3200). Sol in hot water.
Melting point: mp 160°
pKa: pK 4.4
Absorption maximum: uv max: 214, 271, 304 nm (e 18500, 6900, 3200)
Status: This monograph has been retired and is no longer subject to revision or update.
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