Title: Shellolic Acid
CAS Registry Number: 4448-95-7
CAS Name: [3R-(3a,3ab,4a,7b,8a,8aa)]-2,3,4,7,8,8a-Hexahydro-4-hydroxy-8-(hydroxymethyl)-8-methyl-1H-3a,7-methanoazulene-3,6-dicarboxylic acid
Additional Names: 10b,13-dihydroxycedr-8-ene-12,15-dioic acid
Molecular Formula: C15H20O6
Molecular Weight: 296.32
Percent Composition: C 60.80%, H 6.80%, O 32.40%
Literature References: Major component of the alicyclic fraction of shellac hydrolysate of which it usually constitutes 5-8%. Isoln: Harries, Nagel, Ber. 55, 3833 (1922); Nagel, Mertens, ibid. 70, 2173 (1937); Kirk et al., J. Am. Chem. Soc. 63, 1243 (1941). Structure studies: Carruthers et al., J. Chem. Soc. 1961, 5251; Cookson et al., Tetrahedron 18, 547, 1321 (1962); Yates, Field, ibid. 26, 3135 (1970). Stereochemistry: Yates et al., ibid. 26, 3159 (1970).
Properties: Crystals, mp 204-207°.
Melting point: mp 204-207°
Derivative Type: Dimethyl ester
Properties: Crysts from ethyl acetate, mp 153-154.5°. uv max (ethanol): 231 nm (e 6200).
Melting point: mp 153-154.5°
Absorption maximum: uv max (ethanol): 231 nm (e 6200)
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