27108-04-9

Basic information

• Product Name: 4-Fluoro-4-deoxy-β-D-glucopyranose
• Synonyms: 4-Deoxy-4-fluoro-β-D-glucopyranose
• CAS NO: 27108-04-9
• Molecular Formula: C6H11FO5
• Molecular Weight: 182.1469432
• Mol File: 27108-04-9.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 370.1±42.0 °C(Predicted)
• Appearance: /
• Density: 1.59±0.1 g/cm3(Predicted)
• PKA: 11.80±0.70(Predicted)
• CAS DataBase Reference: 4-Fluoro-4-deoxy-β-D-glucopyranose(CAS DataBase Reference)
• NIST Chemistry Reference: 4-Fluoro-4-deoxy-β-D-glucopyranose(27108-04-9)
• EPA Substance Registry System: 4-Fluoro-4-deoxy-β-D-glucopyranose(27108-04-9)

Safety Data

• Hazardous Substances Data: 27108-04-9(Hazardous Substances Data)

Upstream product

• 33208-46-7 1,6:3,4-Dianhydro-2-O-benzyl-β-D-galactopyranose 
• 23643-29-0 1,6-anhydro-4-O-(4-toluenesulfonyl)-β-D-glucopyranose 
• 498-07-7 levoglucosan 
• 56926-53-5 Methyl 4-Deoxy-4-fluoro-α-D-glucopyranoside 

Relevant articles and documents

Addressing the Structural Complexity of Fluorinated Glucose Analogues: Insight into Lipophilicities and Solvation Effects

In this work, we synthesized all mono-, di-, and trifluorinated glucopyranose analogues at positions C-2, C-3, C-4, and C-6. This systematic investigation allowed us to perform direct comparison of 19F resonances of fluorinated glucose analogues and also to determine their lipophilicities. Compounds with a fluorine atom at C-6 are usually the most hydrophilic, whereas those with vicinal polyfluorinated motifs are the most lipophilic. Finally, the solvation energies of fluorinated glucose analogues were assessed for the first time by using density functional theory. This method allowed the log P prediction of fluoroglucose analogues, which was comparable to the C log P values obtained from various web-based programs.