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HomeProduct name listDiacetone-D-glucose

Diacetone-D-glucose

Synonym(s):D-Glucose diacetonide;1,2,5,6-diisopropylidene-D-glucose;Diacetone-D-glucose

  • CAS NO.:582-52-5
  • Empirical Formula: C12H20O6
  • Molecular Weight: 260.29
  • MDL number: MFCD00005544
  • EINECS: 209-486-0
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-08-22 14:21:17
Diacetone-D-glucose Structural

What is Diacetone-D-glucose?

Chemical properties

white to light yellow crystal powde

The Uses of Diacetone-D-glucose

Diacetone-D-glucose is mainly used in biochemical reaction and used as medicine intermediate. It is used in synthesize for below products: L-gulose;1,2:5,6-Di-O-isopropylidene-a-D-gulofuranose; Alllose; ;1,2:5,6-Double-O-Isopropylidene-3-C-(1-Methoxycarbonyl)Ethide-alfa-D-Furanose) ;1,2:5,6-Di-O-isopropylidene-a-D-ribo-hexofuranose-3-ulose;6-deoxy idose.

The Uses of Diacetone-D-glucose

1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose is a compound useful in organic synthesis.

Purification Methods

Diacetone-D-glucose crystallises from Et2O, (needles), pet ether or *C6H6 and sublimes in vacuo. It is soluble in 7 volumes of H2O and 200 volumes of pet ether at their boiling points. The solubility in H2O at 17.5o is 4.3%. It precipitates from aqueous solutions on basification with NaOH. [Schmid & Karrer Helv Chim Acta 32 1371 1949, Fischer & Rund Chem Ber 49 90, 93 1916, IR: Kuhn Anal Chem 22 276 1950, Beilstein 19/12 V 318.]

Properties of Diacetone-D-glucose

Melting point: 110-111 °C(lit.)
Boiling point: 323.54°C (rough estimate)
alpha  -11 º (c=5, EtOH)
Density  1.1432 (rough estimate)
refractive index  -18.5 ° (C=5, H2O)
storage temp.  Inert atmosphere,Store in freezer, under -20°C
solubility  Chloroform (Slightly), Methanol (Slightly), Water (Slightly, Sonicated)
form  Powder
pka 13.15±0.60(Predicted)
color  White to yellow
optical activity [α]20/D 18°, c = 1% in H2O
Water Solubility  slightly soluble
Merck  14,2965
BRN  84386
EPA Substance Registry System Diacetone glucose (582-52-5)

Safety information for Diacetone-D-glucose

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
Precautionary Statement Codes P280:Wear protective gloves/protective clothing/eye protection/face protection.
P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for Diacetone-D-glucose

InChIKey KEJGAYKWRDILTF-YENDLIOYSA-N

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