| Identification | Back Directory | [Name]
3-Fluoro-4-nitroanisole | [CAS]
446-38-8 | [Synonyms]
3-FLUORO-4-NITROANISOLE
Anisole, 3-fluoro-4-nitro-
3-Fluoro-4-nitroanisole 98%
2-Fluoro-4-methoxynitrobenzene
3-Fluor-4-nitrophenylmethylether
2-Fluoro-4-methoxy-1-nitrobenzene
Benzene, 2-fluoro-4-methoxy-1-nitro-
2-Fluoro-4-methoxynitrobenzene, 3-Fluoro-4-nitrophenyl methyl ether | [EINECS(EC#)]
695-695-6 | [Molecular Formula]
C7H6FNO3 | [MDL Number]
MFCD04115632 | [MOL File]
446-38-8.mol | [Molecular Weight]
171.13 |
| Chemical Properties | Back Directory | [Melting point ]
57.3 | [Boiling point ]
264.5±20.0 °C(Predicted) | [density ]
1.321±0.06 g/cm3(Predicted) | [storage temp. ]
Sealed in dry,2-8°C | [form ]
crystalline solid | [color ]
Off-white | [InChI]
InChI=1S/C7H6FNO3/c1-12-5-2-3-7(9(10)11)6(8)4-5/h2-4H,1H3 | [InChIKey]
PLEJCMKVJYUUBA-UHFFFAOYSA-N | [SMILES]
C1([N+]([O-])=O)=CC=C(OC)C=C1F |
| Hazard Information | Back Directory | [Uses]
3-Fluoro-4-nitroanisole is synthesizing new antiseptic-germicide, sterilant, and the important organic fluoride-containing intermediate of liquid crystal material. | [Synthesis]
3-Fluoro-4-nitrophenol (75 g, 0.48 mol) was dissolved in acetone (700 mL) and cooled in an ice water bath. Subsequently, 1,8-diazabicyclo[5,4,0]undec-7-ene (145 g, 0.96 mol) was added slowly over about 1 hour and the reaction was held for 5 minutes. Next, iodomethane (135 g, 0.96 mol) was added dropwise over 10 min. The reaction mixture was stirred at room temperature for 16 hours. After that, 1,8-diazabicyclo[5,4,0]undec-7-ene (73 g, 0.48 mol) and iodomethane (68 g, 0.48 mol) were added and the mixture was heated to 50 °C and maintained for 1 hour. After completion of the reaction, the solid insoluble material was removed by filtration and the filtrate was concentrated and mixed with ethyl acetate and 1 M hydrochloric acid. The organic layer was washed sequentially with hydrochloric acid and aqueous sodium bicarbonate, concentrated and precipitated as a solid by stirring in a hexane solution of 1% ethyl acetate. Finally, the product 3-fluoro-4-nitroanisole (72 g, 88% yield) was collected and air dried. | [References]
[1] Chemistry - A European Journal, 2009, vol. 15, # 4, p. 885 - 900
[2] Chemistry - A European Journal, 2014, vol. 20, # 39, p. 12553 - 12558
[3] Patent: WO2004/76455, 2004, A1. Location in patent: Page 24
[4] Patent: US2007/232603, 2007, A1. Location in patent: Page/Page column 16
[5] Chemistry - A European Journal, 2013, vol. 19, # 29, p. 9599 - 9605 |
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