2-C-Hydroxymethyl-D-ribose , CAS:4573-78-8

2-C-Hydroxymethyl-D-riboseTitle:?HamameloseCAS Registry Number:?4573-78-8CAS Name:?2-C-(Hydroxymethyl)-D-riboseMolecular Formula:?C6H12O6Molecular Weight:?180.16Percent Composition:?C 40.00%, H 6.71%, O 53.28%Literature References:?From tannin of witch hazel?(Hamamelis virginiana?L.,?Hamamelidaceae):?Fischer, Freudenberg,?Ber.?45,?2709 (1912); Freudenberg, Peters,?ibid.?53,?953 (1920); Anderson,?U.S.A.E.C.?UCRL-8870,?114 (1959). Structure: Schmidt,?Ann.?476,?250 (1929). Configuration: Schmidt, Heintz,?ibid.?515,?77 (1934). Synthesis: Nov?k, Sorm,?Collect. Czech. Chem. Commun.?30,?3303 (1965); Paulsen?et al.,?Ber.?105,?1978 (1972). Synthesis of?L-hamamelose: Burton?et al.,?Proc. Chem. Soc. London?1962,?181. Synthesis and?1H,?13C NMR study of aqueous equilibrium: W. A. Szarek?et al.,?Can. J. Chem.?61,?461 (1983).?Derivative Type:?D-FormProperties:?Crystals from abs ethanol, mp 111?. [a]D21?-7.4? (equilib in water).Melting point:?mp 111?Optical Rotation:?[a]D21?-7.4? (equilib in water)?Derivative Type:?L-FormProperties:?Crystals from ethanol + ethyl acetate, mp 110-111?. [a]D22?+1.3? (3 min)???+7.3? (equilib after 17 min).Melting point:?mp 110-111?Optical Rotation:?[a]D22?+1.3? (3 min)???+7.3? (equilib after 17 min)CAS Number4573-78-8Product NameHamameloseIUPAC Name(2R,3R,4R)-2,3,4,5-tetrahydroxy-2-(hydroxymethyl)pentanalMolecular FormulaC6H12O6Molecular Weight180.16 g/molInChIInChI=1S/C6H12O6/c7-1-4(10)5(11)6(12,2-8)3-9/h2,4-5,7,9-12H,1,3H2/t4-,5-,6-/m1/s1InChI KeyZGVNGXVNRCEBDS-HSUXUTPPSA-NSMILESC(C(C(C(CO)(C=O)O)O)O)OSynonymshamameloseCanonical SMILESC(C(C(C(CO)(C=O)O)O)O)OIsomeric SMILESC([C@H]([C@H]([C@](CO)(C=O)O)O)O)OCAS No: 4573-78-8 Synonyms: HamameloseHammelose MDL No: MFCD05663650 Chemical Formula: C6H12O6 Molecular Weight: 180.16