Title: Primeverose
CAS Registry Number: 26531-85-1
CAS Name: 6-O-b-D-Xylopyranosyl-D-glucose
Additional Names: 6-(b-D-xylosido)-D-glucose
Molecular Formula: C11H20O10
Molecular Weight: 312.27
Percent Composition: C 42.31%, H 6.46%, O 51.24%
Literature References: By enzymatic hydrolysis of gaultherin (monotropitoside), primeverin, rhamnicoside and other glycosides: Goris, Vischniac, Compt. Rend. 169, 871 (1919); Bridel, ibid. 179, 991 (1924); Bridel, Charaux, ibid. 180, 857 (1925); Richter, J. Chem. Soc. 1936, 1701. Synthesis: Helferich, Rauch, Ber. 59, 2655 (1926); Ann. 455, 168 (1927); McCloskey, Coleman, J. Am. Chem. Soc. 65, 1778 (1943).
Properties: Crystals from methanol or 80% alcohol. Darkens at 190°, mp 209-210° (copper block). Shows mutarotation. [a]D20 +23° ® -3.2° (c = 5 in water). Sol in water, methanol, 80% alcohol. Is hydrolyzed to 1 mol D-glucose and 1 mol D-xylose by boiling 2% H2SO4 for 5 hrs. Reduces Fehling's soln slowly in the cold, instantly when hot.
Melting point: mp 209-210° (copper block)
Optical Rotation: [a]D20 +23° ® -3.2° (c = 5 in water) |