| Identification | More | [Name]
2-Nitro-4-fluorophenol | [CAS]
394-33-2 | [Synonyms]
2-NITRO-4-FLUOROPHENOL
4-FLUORO-2-NITROPHENOL
Phenol, 4-fluoro-2-nitro-
4-Fluoro-2-nitrophenol 99%
4-Fluoro-2-nitrophenol99%
4-fluoro-2-nitrobenzophenol
4-FLUORO-2-NITROPHENOL, 98+% | [Molecular Formula]
C6H4FNO3 | [MDL Number]
MFCD00042528 | [Molecular Weight]
157.1 | [MOL File]
394-33-2.mol |
| Chemical Properties | Back Directory | [Appearance]
yellow crystalline powder | [Melting point ]
75-77 °C (lit.) | [Boiling point ]
234.1±20.0 °C(Predicted) | [density ]
1.4306 (estimate) | [storage temp. ]
Inert atmosphere,Room Temperature | [form ]
powder to crystal | [pka]
6.76±0.14(Predicted) | [color ]
Orange to Green to Amber | [BRN ]
1950412 | [InChI]
InChI=1S/C6H4FNO3/c7-4-1-2-6(9)5(3-4)8(10)11/h1-3,9H | [InChIKey]
ZHRLVDHMIJDWSS-UHFFFAOYSA-N | [SMILES]
C1(O)=CC=C(F)C=C1[N+]([O-])=O | [CAS DataBase Reference]
394-33-2(CAS DataBase Reference) | [NIST Chemistry Reference]
4-Fluoro-2-nitrophenol(394-33-2) | [EPA Substance Registry System]
394-33-2(EPA Substance) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,Xi | [Risk Statements ]
R20/21/22:Harmful by inhalation, in contact with skin and if swallowed .
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 .
S36:Wear suitable protective clothing . | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
IRRITANT | [HS Code ]
29089990 |
| Hazard Information | Back Directory | [Chemical Properties]
yellow crystalline powder | [Uses]
4-Fluoro-2-nitrophenol may be used in the preparation of 5-fluoro-2-methoxyanilineand 5-fluoro-2-hydroxyaniline. | [General Description]
4-Fluoro-2-nitrophenol is formed during iron(III) nitrate nonahydrate activated by tungstophosphoric acid cesium salt catalyzed nitration of 4-fluorophenol. | [Synthesis]
The general procedure for the synthesis of 2-nitro-4-fluorophenol from 4-fluorophenol was as follows: silica-loaded Al(NO3)3-9H2O (1 mmol) was added to a solution of 4-fluorophenol (1 mmol) in acetone (5 mL) and the reaction mixture was stirred at room temperature. The reaction process was monitored by TLC. Upon completion of the reaction, the reaction mixture was filtered and the silica residue was washed with ethyl acetate (25 mL). The filtrate and washings were combined and concentrated under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography (100-200 mesh) to give 2-nitro-4-fluorophenol (95%) and 4-nitro-4-fluorophenol (3%). | [References]
[1] Journal of the Chemical Society, Perkin Transactions 2: Physical Organic Chemistry (1972-1999), 1983, p. 75 - 82
[2] Synthetic Communications, 1997, vol. 27, # 19, p. 3301 - 3311
[3] Synlett, 2003, # 2, p. 191 - 194
[4] Synthetic Communications, 2005, vol. 35, # 2, p. 263 - 270
[5] Synthetic Communications, 1998, vol. 28, # 15, p. 2773 - 2781 |
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