Title: Acetobromglucose

CAS Registry Number: 572-09-8

CAS Name: a-D-Glucopyranosyl bromide 2,3,4,6-tetraacetate

Additional Names: a-acetobromoglucose; 2,3,4,6-tetraacetyl-a-D-glucopyranosyl bromide

Molecular Formula: C14H19BrO9

Molecular Weight: 411.20

Percent Composition: C 40.89%, H 4.66%, Br 19.43%, O 35.02%

Literature References: Prepd by the action of hydrogen bromide upon anhydrous glucose in acetic anhydride: Redemann, Niemann, Org. Synth. coll. vol. III, 11 (1955). See also Fischer, Ber. 49, 584 (1916); Freudenberg, Ber. 60, 241 (1927); Gattermann-Wieland, Praxis des Organischen Chemikers (de Gruyter, Berlin, 40th ed., 1961) p 340.

Properties: Crystals from isopropyl ether, mp 88-89°. [a]D19 +199.3° (c = 3 in chloroform); [a]D15 +230.3° (c = 9 in benzene). Best stored in a vacuum desiccator. Dec on contact with water. One gram dissolves in 20 ml absolute ethanol, more soluble in methanol. Freely sol in ether, chloroform, acetone, ethyl acetate, benzene. Slightly sol in petr ether.

Melting point: mp 88-89°

Optical Rotation: [a]D19 +199.3° (c = 3 in chloroform); [a]D15 +230.3° (c = 9 in benzene)