5-fluoro-2,4-dinitroaniline

• ChemBase ID: 95156
• Molecular Formular: C6H4FN3O4
• Molecular Mass: 201.1120632
• Monoisotopic Mass: 201.01858384
• SMILES: Nc1c(cc(c(c1)F)[N+](=O)[O-])[N+](=O)[O-]
• Canonical SMILES: [O-][N+](=O)c1cc([N+](=O)[O-])c(cc1N)F
• InChI: InChI=1S/C6H4FN3O4/c7-3-1-4(8)6(10(13)14)2-5(3)9(11)12/h1-2H,8H2
• InChIKey: RAGRTYREMCPEIV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-fluoro-2,4-dinitroaniline
• IUPAC Traditional name: 5-fluoro-2,4-dinitroaniline
• Synonyms: 2,4-Dinitro-5-fluoroaniline 97%; Bergmann's Reagent; DNFA; 2,4-DINITRO-5-FLUOROANILINE; Bergmann’s Reagent; 2,4-Dinitro-5-fluoroaniline; Bergmann 试剂; 2,4-二硝基-5-氟苯胺

Database IDs

• CAS Number: 367-81-7
• EC Number: 206-700-4
• MDL Number: MFCD00007150
• Beilstein Number: 2280981
• PubChem SID: 162081806
• PubChem CID: 73944

CALCULATED PROPERTIES

• Acid pKa: 13.23303
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): 1.8169901
• LogD (pH = 7.4): 1.8169895
• Log P: 1.8169901
• Molar Refractivity: 45.6242 cm^3
• Polarizability: 15.292018 Å^3
• Polar Surface Area: 117.66 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 185-190 °C(lit.); 186-188°C

Safety Information

• Storage Warning: Toxic
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ~97%; 97%
• Linear Formula: FC6H2(NO2)2NH2

DETAILS

MP Biomedicals - 02101603

Crystalline
Purity: ∼97%
Reagent for labeling free amino groups in proteins prior to hydrolysis. Reported to have several advantages over dinitrofluorobenzene (Sanger Reagent).

Sigma Aldrich - D196703

Packaging
10 g in glass bottle

REFERENCES

• J. Org. Chem