4-azido-2,3,5,6-tetrafluorobenzoic acid

• ChemBase ID: 161050
• Molecular Formular: C7HF4N3O2
• Molecular Mass: 235.0953528
• Monoisotopic Mass: 235.00048917
• SMILES: c1(c(c(c(c(c1F)F)C(=O)O)F)F)N=[N+]=[N-]
• Canonical SMILES: [N-]=[N+]=Nc1c(F)c(F)c(c(c1F)F)C(=O)O
• InChI: InChI=1S/C7HF4N3O2/c8-2-1(7(15)16)3(9)5(11)6(4(2)10)13-14-12/h(H,15,16)
• InChIKey: IOJFHZXQSLNAQJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-azido-2,3,5,6-tetrafluorobenzoic acid
• IUPAC Traditional name: 4-azido-2,3,5,6-tetrafluorobenzoic acid
• Synonyms: 4-Azido-2,3,5,6-tetrafluoro-benzoic Acid; 4-Azido-2,3,5,6-tetrafluorobenzoic Acid

Database IDs

• CAS Number: 122590-77-6
• PubChem SID: 162255185
• PubChem CID: 2762578

CALCULATED PROPERTIES

• Acid pKa: 2.0681734
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -0.6690791
• LogD (pH = 7.4): -1.0147169
• Log P: 2.622006
• Molar Refractivity: 44.4674 cm^3
• Polarizability: 14.625673 Å^3
• Polar Surface Area: 66.73 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 140-141°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A862010

A fluorinated aryl azide that has been used as a photo-cross linker to study the estrogen receptor.l max = 258nm; e= 17 x 10-3

REFERENCES

• Keana, J.F.W., and Cai, S.X.: J. Org. Chem., 55, 3640-3647 (1990)
• Pinney, K.G., and Katzenellenbogen, J.A.: J. Org. Chem., 56 (1990)
• 3125-3133 (1991)