Introduction：Basic information about Diacetone-D-glucose CAS 582-52-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
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 |
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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 Rotation | [α]20/D 18°, c = 1% in H2O |
| Water Solubility | slightly soluble |
| Merck | 14,2965 |
| BRN | 84386 |
| InChI | 1S/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 |
| InChIKey | KEJGAYKWRDILTF-YENDLIOYSA-N |
| SMILES | CC1(C)OC[C@@H](O1)[C@H]2O[C@@H]3OC(C)(C)O[C@@H]3[C@H]2O |
| EPA Substance Registry System | Diacetone 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 |
| F | 3-10 |
| TSCA | TSCA listed |
| HS Code | 29329970 |
| Storage Class | 11 - Combustible Solids |
| Toxicity | LD50 oral in mouse: 4gm/kg |
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.] |
Diacetone-D-glucose Preparation Products And Raw materials
| Preparation Products | Diacetonefructose-->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 |
