Title: Glucovanillin
CAS Registry Number: 494-08-6
CAS Name: 4-(b-D-Glucopyranosyloxy)-3-methoxybenzaldehyde
Synonyms: vanillin-D-glucoside; avenein; vanilloside
Molecular Formula: C14H18O8
Molecular Weight: 314.29
Percent Composition: C 53.50%, H 5.77%, O 40.73%
Literature References: From green fruit of vanilla: Goris,
Compt. Rend. 179, 70 (1924). From coniferin by oxidation with CrO3: Tremann,
Ber. 18, 1595 (1885). Structure and synthesis: Fischer, Raske,
Ber. 42, 1475 (1909); Thorpe, Williams,
J. Chem. Soc. 1937, 494.
Properties: Needles from methanol, mp 189-190°. Bitter taste. [a]D20 -89.9° (water). Soluble in hot water, alcohol. Almost insol in ether.
Melting point: mp 189-190°
Optical Rotation: [a]D20 -89.9° (water)
Derivative Type: Tetraacetate
Molecular Formula: C22H26O12
Molecular Weight: 482.43
Percent Composition: C 54.77%, H 5.43%, O 39.80%
Properties: Crystals from dil alcohol, mp 142-143°. [a]D -48.3° (chloroform).
Melting point: mp 142-143°
Optical Rotation: [a]D -48.3° (chloroform)
Use: Pharmaceutic aid (flavor).