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

biological source

synthetic (organic)

optical activity

[α]25/D 188 to 202 °, c =1 in chloroform

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)

Safety Information

Hazard Codes 

Xi

Risk Statements 

36/37/38

Safety Statements 

24/25-36-26

WGK Germany 

-

F 

8-10-21

HS Code 

29329985

MSDS

• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

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.]

2,3,4,6-Tetra-O-acetyl-alpha-D-glucopyranosyl bromide(572-09-8)Related Product Information

• BETA-GLUCOSIDASE
• Rocuronium bromide
• Acetoxyacetic acid
• Sodium triacetoxyborohydride
• Acetyl coenzyme A sodium salt
• 2,5-DIDEOXY-2,5-IMINO-D-MANNITOL
• Ethidium bromide
• Acetylacetone
• Allyl bromide
• Sodium bromate
• Centchroman
• Polydextrose
• Acetyl chloride
• AMYLOGLUCOSIDASE
• 2,3,4,6-Tetra-O-acetyl-alpha-D-galactopyranosyl bromide
• Silicon tetraacetate
• ACETOBROMO-ALPHA-D-GLUCURONIC ACID METHYL ESTER
• 2,5-Dimethoxyacetoacetanilide