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Diacetone-D-glucose

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CAS:582-52-5
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  • 2026-05-15
  • CAS:582-52-5
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  • 2026-05-15
  • CAS:582-52-5
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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:260.28
EINECS:209-486-0
Product Categories:Non-natural amino acids;Carbohydrates;Sugars, Carbohydrates & Glucosides;Pharmaceutical Intermediates;Carbohydrates & Derivatives;chiral;Biochemistry;Glucose;O-Substituted Sugars;Sugars;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.)
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)
pka13.15±0.60(Predicted)
form Powder
color White to yellow
Optical Rotation[α]20/D 18°, c = 1% in H2O
Water Solubility slightly soluble
Merck 14,2965
BRN 84386
InChI1S/C12H20O6/c1-11(2)14-5-6(16-11)8-7(13)9-10(15-8)18-12(3,4)17-9/h6-10,13H,5H2,1-4H3/t6-,7+,8-,9-,10-/m1/s1
InChIKeyKEJGAYKWRDILTF-YENDLIOYSA-N
SMILESCC1(C)OC[C@@H](O1)[C@H]2O[C@@H]3OC(C)(C)O[C@@H]3[C@H]2O
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 TSCA listed
HS Code 29329970
Storage Class11 - Combustible Solids
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
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.
Uses1,2:5,6-Di-O-isopropylidene-α-D-glucofuranose is a compound useful in organic synthesis.
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.]
Tag:Diacetone-D-glucose(582-52-5) Related Product Information
Acetylacetone 1,2-O-Isopropylidene-D-glucofuranose D-Glucose monohydrate Calcium pyruvate Pyruvic acid D(+)-Glucose Diacetone acrylamide CORN SYRUP 2,5-Hexanedione Diacetone Alcohol Glucose oxidase 1,2:5,6-Bis-O-(1-methylethylidene)-D-mannitol Propiophenone L-GLUCOSE DIACETONE-D-GLUCOSE Acetone Diacetin Phenylacetone