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Diacetone-D-glucose

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Diacetone-D-glucose Basic information

Product Name:
Diacetone-D-glucose
Synonyms:
  • 1,2:5,6-O-DI-ISOPROPYLIDENE-ALPHA-D-GLUCOFURANOSIDE
  • 1,2:5,6-DIISOPROPYLENE-ALPHA-D-GLUCOFURANOSE
  • 5-(2,2-DIMETHYL-[1,3]DIOXOLAN-4-YL)-2,2-DIMETHYL-TETRAHYDRO-FURO[2,3-D][1,3]DIOXOLE
  • A-D-GLUCOFURANOSE
  • Diacetone-D-glucose, 98+%
  • DIACETONE-D-GLUCOSE
  • DIACETONEGLUCOSE
  • DIACETONE-ALPHA-D-GLUCOSE
CAS:
582-52-5
MF:
C12H20O6
MW:
260.29
EINECS:
209-486-0
Product Categories:
  • Non-natural amino acids
  • Carbohydrates
  • Pharmaceutical Intermediates
  • Sugars, Carbohydrates & Glucosides
  • chiral
  • Carbohydrates & Derivatives
  • Biochemistry
  • Glucose
  • O-Substituted Sugars
  • Sugars
  • bc0001
  • 582-52-5
  • Glycon Biochem
Mol File:
582-52-5.mol
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Diacetone-D-glucose Chemical Properties

Melting point:
110-111 °C(lit.)
alpha 
-11 º (c=5, EtOH)
Boiling point:
323.54°C (rough estimate)
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)
pka
13.15±0.60(Predicted)
form 
Powder
color 
White to yellow
optical activity
[α]20/D 18°, c = 1% in H2O
Water Solubility 
slightly soluble
Merck 
14,2965
BRN 
84386
InChIKey
KEJGAYKWRDILTF-YENDLIOYSA-N
EPA Substance Registry System
Diacetone glucose (582-52-5)
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Safety Information

Hazard Codes 
Xi
Risk Statements 
36/37/38
Safety Statements 
24/25-36/37-26
WGK Germany 
2
RTECS 
LZ4958000
3-10
TSCA 
Yes
HS Code 
29329970
Toxicity
LD50 oral in mouse: 4gm/kg

MSDS

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Diacetone-D-glucose Usage And Synthesis

Chemical Properties

white to light yellow crystal powde

Uses

It 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.

Uses

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.]

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