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ChemicalBook >  Product Catalog >  Biochemical Engineering >  Saccharides >  Monosaccharide >  2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide

2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide

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2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide Basic information

Product Name:
2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide
Synonyms:
  • BROMO-2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSE
  • BROMO 2,3,4,6-TETRA-O-ACETYL-ALPHA-D-GLUCOPYRANOSIDE
  • BROMO 2,3,4,6-TETRA-O-ACETYL-A-D-GLUCOPYRANOSE
  • 2,3,4,6-O-tetraacetyl-α-D-glucopyranosyl bromide
  • Acetobromglucose
  • Acetobromo-α-D-glucose;Acetobromglucose;Tetraacetyl bromoglucose
  • Tetraacetyl bromoglucose
  • ACETOBROMO-ALPHA-D-GLUCOSE, STAB.
CAS:
572-09-8
MF:
C14H19BrO9
MW:
411.2
EINECS:
209-339-0
Product Categories:
  • Sugars, Carbohydrates & Glucosides
  • 13C & 2H Sugars
  • Biochemistry
  • Glucose
  • Halogenosugars
  • Sugars
  • Dextrins、Sugar & Carbohydrates
  • Carbohydrates & Derivatives
  • Carbohydrates
  • Glycon Biochem
Mol File:
572-09-8.mol
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2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide Chemical Properties

Melting point:
86-89 °C
alpha 
194.5 º (c=2,chloroform)
Boiling point:
0.125-30 °C(Press: 0.0005 Torr)
Density 
1.49±0.1 g/cm3(Predicted)
storage temp. 
−20°C
solubility 
Acetontrile (Very Slightly), Chloroform (Slightly), Methanol (Slightly)
form 
Powder
color 
White to beige
Water Solubility 
decomposes
Sensitive 
Moisture Sensitive
Merck 
14,60
BRN 
96669
Stability:
Stable. Combustible. Incompatible with strong oxidizing agents.
InChIKey
CYAYKKUWALRRPA-RGDJUOJXSA-N
CAS DataBase Reference
572-09-8(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36-26
WGK Germany 
-
8-10-21
HS Code 
29329985

MSDS

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2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide Usage And Synthesis

Chemical Properties

White Fluffy Solid

Uses

An Intermediate in synthesis of ∫-glucosides

Uses

Acetobromo-α-D-glucose acts as an intermediate in the preparation of beta-glucosides. It is also used as a possible poly(ethylene terephthalate) surface modification reagent to enhance its blood compatibility.

Purification Methods

If nicely crystalline, recrystallise it from Et2O/pentane or pet ether (b 40-60o). Alternatively dissolve it in diisopropyl ether (dried over CaCl2 for 24hours, then over P2O5 for 24hours) by shaking and warming (for as short a period as possible), and filter warm. Cool to ca 45o, then slowly to room temperature and finally at 5o for more than 2hours. Collect the solid, wash it with cold dry diisopropyl ether and dry it in a vacuum over Ca(OH)2 and NaOH. Store it dry in a desiccator in the dark. Solutions can be stabilised with 2% CaCO3. [Redemann & Niemann Org Synth 65 236 1987, Coll Vol III 11 1955, Beilstein 17/6 V 368.]

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