Diacetone-D-glucose

Diacetone-D-glucose Basic information
Product Name:Diacetone-D-glucose
Synonyms: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;DIACETONE-ALPHA-D-GLUCOSE;DIACETONE-ALPHA-D-GLC;D-GLUCOSE DIACETONIDE;DIISOPROPYLIDENEGLUCOFURANOSE
CAS:582-52-5
MF:C12H20O6
MW:260.29
EINECS:209-486-0
Product Categories:Sugars;O-Substituted Sugars;Glucose;Biochemistry;chiral;Carbohydrates & Derivatives;Pharmaceutical Intermediates;Sugars, Carbohydrates & Glucosides;Carbohydrates;Non-natural amino acids;bc0001;582-52-5;Glycon Biochem
Mol File:582-52-5.mol
Diacetone-D-glucose Structure
Diacetone-D-glucose Chemical Properties
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)
pka13.15±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
InChIKeyKEJGAYKWRDILTF-YENDLIOYSA-N
EPA Substance Registry SystemDiacetone glucose (582-52-5)
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
ToxicityLD50 oral in mouse: 4gm/kg
MSDS Information
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Diacetone-D-glucose English
SigmaAldrich English
ACROS English
ALFA English
Diacetone-D-glucose Usage And Synthesis
Chemical Propertieswhite to light yellow crystal powde
Uses1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose is a compound useful in organic synthesis.
UsesIt 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.
Purification MethodsDiacetone-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.]
Diacetone-D-glucose Preparation Products And Raw materials
Preparation ProductsDiacetonefructose-->1,2-O-Isopropylidene-D-glucofuranose-->1,2:5,6-Di-O-isopropylidene-a-D-glucofuranose S-Methyl Dithiocarbonate-->1,2:5,6-Di-O-isopropylidene-3-O-toluenesulfonyl-alpha-D-glucofuranose, NSC 14163
1,2:5,6-Bis-O-(1-methylethylidene)-D-mannitol 1,2-O-Isopropylidene-D-glucofuranose Glucose oxidase 3-(3-HYDROXYPROPYL)SOLKETAL DIACETONE-L-GLUCOSE 3-Methyl-Diacetone D-Glucose DIACETONE-D-GLUCOSE 3-Allyl-Diacetone D-Glucose 1,2-O-Isopropylidene-a-L-xylofuranose 3-OXO-DIACETONE D-GLUCOSE Phenylacetone Diacetone-D-glucose Diacetone-D-Glucose (1,2:5,6-Di-O-isopropylidene-a-D-glucofuranose) CORN SYRUP Diacetone acrylamide Calcium pyruvate L-GLUCOSE Propiophenone

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