Title: Quinic Acid
CAS Registry Number: 77-95-2
CAS Name: (1a,3R,4a,5R)-1,3,4,5-Tetrahydroxycyclohexanecarboxylic acid
Additional Names: chinic acid; kinic acid; (-)-hexahydro-1,3,4,5-tetrahydroxybenzoic acid
Molecular Formula: C7H12O6
Molecular Weight: 192.17
Percent Composition: C 43.75%, H 6.29%, O 49.95%
Literature References: Found in cinchona bark, particularly in South American barks; also in many other plants, such as tobacco leaves, carrot leaves, apples, peaches, pears, plums, etc. Structure and configuration: Fischer, Dangschat, Ber. 65, 1009 (1932). Total synthesis: Grewe et al., ibid. 87, 793 (1954); Smissman, Oxman, J. Am. Chem. Soc. 85, 2184 (1963). Stereospecific synthesis: Wolinsky et al., J. Org. Chem. 29, 3596 (1964). Review: Bohm, Chem. Rev. 65, 435 (1965).
Properties: White crystals; strong acid taste. d 1.64. mp 162-163°; at higher temps forms a lactone. [a]D20 -42 to -44° in water. Sol in 2.5 parts water, in alcohol, glacial acetic acid.
Melting point: mp 162-163°
Optical Rotation: [a]D20 -42 to -44° in water
Density: d 1.64 |