| Identification | More | [Name]
4,5-DIFLUORO-2-NITROANILINE | [CAS]
78056-39-0 | [Synonyms]
3,4-DIFLUORO-2-NITROANILINE
3,4-DIFLUORO-6-NITRO ANILINE
4,5-DIFLUORO-2-NITROANILINE
BUTTPARK 19\04-57
4,5-DIFLUORO-2-NITROANILINE 99% | [Molecular Formula]
C6H4F2N2O2 | [MDL Number]
MFCD00010876 | [Molecular Weight]
174.1 | [MOL File]
78056-39-0.mol |
| Chemical Properties | Back Directory | [Appearance]
Golden to orange crystalline powder | [Melting point ]
107-108 °C (lit.) | [Boiling point ]
308.1±37.0 °C(Predicted) | [density ]
1.554±0.06 g/cm3(Predicted) | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [solubility ]
soluble in Methanol | [form ]
Crystalline Powder | [pka]
-1.25±0.25(Predicted) | [color ]
Golden to orange | [BRN ]
2723242 | [InChI]
InChI=1S/C6H4F2N2O2/c7-3-1-5(9)6(10(11)12)2-4(3)8/h1-2H,9H2 | [InChIKey]
WDMCABATCGQAKK-UHFFFAOYSA-N | [SMILES]
C1(N)=CC(F)=C(F)C=C1[N+]([O-])=O | [CAS DataBase Reference]
78056-39-0(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi | [Risk Statements ]
R36/37/38:Irritating to eyes, respiratory system and skin . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice . | [RIDADR ]
2811 | [WGK Germany ]
3
| [F ]
10 | [Hazard Note ]
Irritant | [HazardClass ]
6.1(b) | [PackingGroup ]
III | [HS Code ]
29214200 |
| Hazard Information | Back Directory | [Chemical Properties]
Golden to orange crystalline powder | [Uses]
4,5-Difluoro-2-nitroaniline has been used in the preparation of:
- 2-chloro-5,6-difluorobenzimidazole
- 1-(4,5-difluoro-2-nitrophenyl)pyrene via diazotization reaction with isoamyl nitrite in the presence of pyrene
- 5-ethoxy-6-fluorobenzofuroxan
| [Synthesis]
General procedure for the synthesis of 2-nitro-4,5-difluoroaniline from 2,4,5-trifluoronitrobenzene: Ammonia (15 mL) was added to a solution of 1,2,4-trifluoro-5-nitrobenzene (1) (5.00 g, 28.0 mmol, 1.00 eq.) in methanol (5 mL) and the mixture was transferred to a microwave reaction flask. The reaction mixture was placed in a microwave reactor and heated at 70 °C for 90 min. Upon completion of the reaction, the mixture was cooled to room temperature and the solvent was subsequently evaporated under reduced pressure to obtain the crude product. The crude product was purified by silica gel column chromatography (eluent: ethyl acetate/hexane, 1:4) to afford the target compound 2 (0.600 g, 12.0% yield) as a yellow solid. Thin layer chromatography (TLC) analytical conditions: 30% ethyl acetate/hexane (Rf value: 0.35); 1H NMR (500 MHz, CDCl3) data: δ 8.00 (t, J = 9.0 Hz, 1H), 6.65-6.58 (m, 1H), 6.08 (br s, 2H). | [References]
[1] Patent: US2013/287686, 2013, A1. Location in patent: Paragraph 0144; 0145
[2] Journal of Medicinal Chemistry, 1965, vol. 8, p. 737 - 740
[3] Patent: US2018/185362, 2018, A1. Location in patent: Paragraph 0556; 0557; 0558; 0559 |
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