2,5-dioxopyrrolidin-1-yl 4-azido-2,3,5,6-tetrafluorobenzoate

• ChemBase ID: 177930
• Molecular Formular: C11H4F4N4O4
• Molecular Mass: 332.1674728
• Monoisotopic Mass: 332.01686751
• SMILES: c1(c(c(c(c(c1F)F)C(=O)ON1C(=O)CCC1=O)F)F)N=[N+]=[N-]
• Canonical SMILES: [N-]=[N+]=Nc1c(F)c(F)c(c(c1F)F)C(=O)ON1C(=O)CCC1=O
• InChI: InChI=1S/C11H4F4N4O4/c12-6-5(7(13)9(15)10(8(6)14)17-18-16)11(22)23-19-3(20)1-2-4(19)21/h1-2H2
• InChIKey: HCTLWQSYGIBOFM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 4-azido-2,3,5,6-tetrafluorobenzoate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 4-azido-2,3,5,6-tetrafluorobenzoate
• Synonyms: 4-Azido-2,3,5,6-tetrafluorobenzoic Acid, N-Succinimidyl Ester, ATFB SE; N-Succinimidyl 4-Azido-2,3,5,6-tetrafluorobenzoate

Database IDs

• CAS Number: 126695-58-7
• PubChem SID: 164233840
• PubChem CID: 2762579

CALCULATED PROPERTIES

• Acid pKa: 17.696024
• H Acceptors: 5
• H Donor: 0
• LogD (pH = 5.5): 2.077546
• LogD (pH = 7.4): 2.077546
• Log P: 2.1915915
• Molar Refractivity: 65.0212 cm^3
• Polarizability: 22.816765 Å^3
• Polar Surface Area: 93.11 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMF; Ethyl Acetate
• Apperance: Off-White Solid
• Melting Point: 104-105°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Light and Moisture Sensitive. Store in freezer

DETAILS

Toronto Research Chemicals - S690150

A fluorinated aryl azide which can be used for the photofunctionalization of polymer surfaces.l max = 273nm; e= 23 x 10-3

REFERENCES

• Keana, J.F.W., and Cai, S.X.: J. Org. Chem., 55, 3640-3647 (1990)