Quinovose
Title: Quinovose
CAS Registry Number: 7658-08-4
CAS Name: 6-Deoxy-D-glucose
Additional Names: D-glucomethylose; D-isorhamnose; D-epirhamnose; isorhodeose; epifucose; chinovose
Molecular Formula: C6H12O5
Molecular Weight: 164.16
Percent Composition: C 43.90%, H 7.37%, O 48.73%
Literature References: Isoln from cinchona bark: Freudenerg, Ber. 62, 373 (1929). Identity with D-glucomethylose: Votocek, Rác, Collect. Czech. Chem. Commun. 1, 239 (1929). Structure: Karrer, Boettcher, Helv. Chim. Acta 36, 570 (1953). Synthesis from 6-O-p-tolylsulfonyl-D-glucose: Schmidt, "6-Deoxy-a-D-glucose" in Methods in Carbohydrate Chemistry vol. I, R. L. Whistler, M. L. Wolfrom, Eds. (Academic Press, New York, 1962) pp 198-201. Alternate facile synthesis: V. K. Srivastava, L. M. Lerner, Carbohydr. Res. 64, 263 (1978).
Properties: Crystals from ethyl acetate, mp 146°. [a]D20 +73° (5 min) ® +30° (3 hr, final) (c = 8.3 in water). Sol in water, ethanol. Practically insol in ether, acetone.
Melting point: mp 146°
Optical Rotation: [a]D20 +73° (5 min) ® +30° (3 hr, final) (c = 8.3 in water)

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