1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL

1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL Basic information
Product Name:1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL
Synonyms:1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL;1,6-dibrom-1,6-didesoxy-d-mannit;1,6-dibromo-1,6-d-didesoxymannitol;1,6-dibromomannitol;6-dibromo-1,6-dideoxy-d-mannito;d-dibromomannitol;dibromannit;dibromomannitol
CAS:488-41-5
MF:C6H12Br2O4
MW:307.97
EINECS:207-676-8
Product Categories:Carbohydrates;Carbohydrates A to;Carbohydrates D-FBiochemicals and Reagents;Monosaccharide
Mol File:488-41-5.mol
1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL Structure
1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL Chemical Properties
Melting point 176-178°
Boiling point 511.2±50.0 °C(Predicted)
density 1.8987 (rough estimate)
refractive index 1.4840 (estimate)
storage temp. −20°C
pka12.61±0.20(Predicted)
EPA Substance Registry SystemMitobronitol (488-41-5)
Safety Information
Hazard Codes T
Risk Statements 45-22
Safety Statements 53-22-36/37/39-45
WGK Germany 3
RTECS OP2800000
MSDS Information
ProviderLanguage
SigmaAldrich English
1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL Usage And Synthesis
OriginatorMyelobromol,Hormonchemie,W. Germany,1967
UsesAntineoplastic.
DefinitionChEBI: Mitobronitol is an alcohol and an organobromine compound.
Manufacturing Process750 g D-mannitol are dissolved in 4,000 ml of a 48% aqueous hydrogenbromide solution, whereupon the solution thus obtained is saturated at 0°Cwith gaseous hydrogen bromide until a HBr content of 69 to 70% is achieved.The reaction mixture is heated for 6 hours at 60°C in an autoclave, is thendecolorized with charcoal, extracted with 1 liter chloroform twice and dilutedwith 7 liters of water. The pH value of the solution is adjusted by means ofsodium bicarbonate to1 to 2. The crystals precipitated after cooling for a dayare filtered and washed with water until free from acid. 250 g crude 1,6-dibromo-1,6-didesoxy-D-mannitol are obtained. MP 176° to 178°C. Analysis:Br % = 52 (calc.: 51.9).
250 g of the crude DBM are dissolved in 2.5 liters of hot methanol and ondecolorizing and filtration 2.5 liters of dichloroethane are added. 220 g ofcrystalline DBM are obtained. MP 178°C. Br % = 51.9.
Therapeutic FunctionCancer chemotherapy
General DescriptionWhite powder.
Air & Water ReactionsInsoluble in water.
Reactivity ProfileA halogenated alcohol. Flammable and/or toxic gases are generated by the combination of alcohols with alkali metals, nitrides, and strong reducing agents. They react with oxoacids and carboxylic acids to form esters plus water. Oxidizing agents convert them to aldehydes or ketones. Alcohols exhibit both weak acid and weak base behavior. They may initiate the polymerization of isocyanates and epoxides.
Fire HazardFlash point data for 1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL are not available, but 1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL is probably combustible.
1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL Preparation Products And Raw materials
Raw materialsD-Mannitol-->Hydrogen bromide
6-Mercaptopurine Iodixanol Imatinib Hydroxyurea 1,6-Dibromo-1,6-dideoxy-D-mannitol 2,3,4,5-tetraacetate 1-BROMO-2-BUTANOL 1,6-DIBROMO-1,6-DIDEOXY-D-MANNITOL Mannitol 3-BROMO-1,2-PROPANEDIOL 4-Bromo-1-butanol D-Mannitol 5-Bromopentan-1-ol Naled (S)-3-Bromo-1,2-propanediol (S)-4-BROMO-1,3-BUTANEDIOL

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