10225-48-6

Basic information

• Product Name: 1,2,3,4-tetra-O-acetyl-6-bromo-6-deoxyhexopyranose
• Synonyms: 1,2,3,4-Tetra-O-acetyl-6-bromo-6-deoxyhexopyranose
• CAS NO: 10225-48-6
• Molecular Formula: C₁₄H₁₉BrO₉
• Molecular Weight: 411.1993
• Mol File: 10225-48-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 425.4°C at 760 mmHg
• Flash Point: 211.1°C
• Density: 1.49g/cm³
• Vapor Pressure: 1.92E-07mmHg at 25°C
• Refractive Index: 1.503
• CAS DataBase Reference: 1,2,3,4-tetra-O-acetyl-6-bromo-6-deoxyhexopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2,3,4-tetra-O-acetyl-6-bromo-6-deoxyhexopyranose(10225-48-6)
• EPA Substance Registry System: 1,2,3,4-tetra-O-acetyl-6-bromo-6-deoxyhexopyranose(10225-48-6)

Safety Data

• Hazardous Substances Data: 10225-48-6(Hazardous Substances Data)

Usage

Molecular structure

A complex structure consisting of a six-membered ring of carbon atoms.

Derivation

Derived from a hexose sugar.

Substitution

Substituted with four acetyl groups and a bromine atom.

Usage

Commonly used in organic synthesis.

Building block

Serves as a building block for the production of other organic compounds.

Functional groups

Unique combination of functional groups.

Bromine atom

Presence of a bromine atom contributes to its value.

Applications

Potential applications in pharmaceuticals, carbohydrate chemistry, and glycoconjugate synthesis.

Interest

Of interest to researchers in the medical and pharmaceutical industries.

Upstream product

• 563-63-3 silver(I) acetate 
• 108751-30-0 tri-O-acetyl-6-bromo-6-deoxy-α-D-glucopyranosyl chloride 
• 64-19-7 acetic acid 
• 29581-38-2 2,3,4-tri-O-acetyl-6-bromo-6-deoxy-α-D-glucopyranosyl bromide 
• 108-24-7 acetic anhydride 
• 13100-46-4 1,2,3,4-tetra-O-acetyl-β-D-glucopyranose 
• 18981-83-4 6-bromo-6-deoxy-D-glucopyranose 
• 40486-92-8 6-bromo-D-6-deoxy-glucose 
• 37074-90-1 1,2,3,4-tetra-O-acetyl-6-O-trityl-β-D-glucopyranose 
• 358-23-6 trifluoromethylsulfonic anhydride 

Downstream Products

• 7468-48-6 6-deoxy-6-iodotetra-O-acetyl-β-D-glucopyranose 
• 24871-54-3 acetoxy α-D-2,3,4-triacetoxy-6-deoxy-6-iodoglucopyranoside 
• 50692-56-3 6-Desoxy-6-iod-2,3,4-tri-O-acetyl-α-D-glucopyranosylbromid 

Relevant articles and documents

Conversion of alcohols to bromides using a fluorous phosphine

Reaction of alcohols with the fluorous phosphine-carbon tetrabromide complex in toluene or in a two-phase toluene-FC-72 system afforded the corresponding bromides in good yields. The fluorous-phosphine oxide is readily separated by liquid-liquid extraction, providing an alternative to the homogeneous triphenylphosphine-carbon tetrachloride conversion, as well as to the polymer-supported phosphine method. The fluorous phosphine oxide could be reduced and the product reused.

A novel protocol for the regioselective bromination of primary alcohols in unprotected carbohydrates or glycosides

The regioselective and efficient bromination of primary hydroxyl groups in unprotected carbohydrates or glycosides is successfully achieved by using (chloro-phenylthio-methylene)dimethylammoniumchloride (CPMA) in the presence of tetrabutylammonium bromide