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

4573-78-8,2-C-Hydroxymethyl-D-ribose ,CAS:4573-78-8
C6H12O5 / 164.16
MFCD05663650

2-C-羟甲基-D-核糖 , 2-C-Hydroxymethyl-D-ribose

Title: Hamamelose

CAS Registry Number: 4573-78-8

CAS Name: 2-C-(Hydroxymethyl)-D-ribose

Molecular Formula: C6H12O6

Molecular Weight: 180.16

Percent 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: Novák, 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-Form

Properties: 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-Form

Properties: 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 Number	4573-78-8
Product Name	Hamamelose
IUPAC Name	(2R,3R,4R)-2,3,4,5-tetrahydroxy-2-(hydroxymethyl)pentanal
Molecular Formula	C6H12O6
Molecular Weight	180.16 g/mol
InChI	InChI=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/s1
InChI Key	ZGVNGXVNRCEBDS-HSUXUTPPSA-N
SMILES	C(C(C(C(CO)(C=O)O)O)O)O
Synonyms	hamamelose
Canonical SMILES	C(C(C(C(CO)(C=O)O)O)O)O
Isomeric SMILES	C([C@H]([C@H]([C@](CO)(C=O)O)O)O)O