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Diacetone-D-glucose

CAT: 0804-HY-41984Size: 100 gDry Ice: NoHazardous: No
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CAT#:0804-HY-41984Size:100 g
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
Diacetone-D-glucose (D-Glucose diacetonide; 1,2:5,6-Diisopropylidene-D-glucose) is a sugar-derived secondary alcohol. Diacetone-D-glucose can be used as medicine intermediate[1].
CAS Number
582-52-5
Product Name Alternative
D-Glucose diacetonide; 1,2:5,6-Diisopropylidene-D-glucose
UNSPSC
12352200
Hazard Statement
H302, H315, H319, H335
Target
Biochemical Assay Reagents
Type
Biochemical Assay Reagents
Related Pathways
Others
Field of Research
Others
Assay Protocol
https://www.medchemexpress.com/diacetone-d-glucose.html
Purity
99.86
Smiles
O[C@@H]1[C@]2([H])[C@](OC(C)(O2)C)([H])O[C@]1([H])[C@@]3([H])COC(C)(O3)C
Molecular Formula
C12H20O6
Molecular Weight
260.29
Precautions
H302, H315, H319, H335
References & Citations
[1]I.Fernandez, et al. Asymmetric synthesis of alkane- and arenesulfinates of diacetone-D-glucose (DAG) : an improved and general route to both enantiomerically pure sulfoxides. 1992, The Journal of Organic Chemistry. 57 (25) : 6789-6796.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Biochemical Assay Reagents
Clinical Information
No Development Reported

Chemical Information

alpha-D-Glucofuranose, 1,2:5,6-bis-O-(1-methylethylidene)-
CAS Number582-52-5
PubChem CID2723618
IUPAC Name(3aR,5S,6S,6aR)-5-(2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-6-ol
Molecular FormulaC12H20O6
Molecular Weight260.28
XLogP0
Topological Polar Surface Area66.4
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Heavy Atom Count18
Formal Charge0
Complexity341
SMILES
CC1(OCC(O1)[C@@H]2[C@@H]([C@@H]3[C@H](O2)OC(O3)(C)C)O)C
InChI
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+/m0/s1
InChIKey
KEJGAYKWRDILTF-DEMCRKGTSA-N
Chemical Structure
2D Structure
2D structure of alpha-D-Glucofuranose, 1,2:5,6-bis-O-(1-methylethylidene)-
CAS: 582-52-5
CID: 2723618
Formula: C12H20O6
MW: 260.28
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight260.28
XLogP30
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count6
Rotatable Bond Count1
Exact Mass260.12598835
Monoisotopic Mass260.12598835
Topological Polar Surface Area66.4 Ų
Heavy Atom Count18
Formal Charge0
Complexity341
Isotope Atom Count0
Defined Atom Stereocenter Count4
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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