| Identification | More | [Name]
5-Fluoro-2-nitrotoluene | [CAS]
446-33-3 | [Synonyms]
2-NITRO-5-FLUORO TOLUENE
3-FLUORO-6-NITROTOLUENE
4-FLUORO-2-METHYL-1-NITROBENZENE
4-FLUORO-2-METHYLNITROBENZENE
5-FLUORO-2-NITROTOLUENE
2-Methyl-4-fluoronitrobenzene
3-Methyl-4-nitrofluorobenzene
Toluene, 5-fluoro-2-nitro-
Fluoronitrotoluene5
5-fluoro-2-nitrotoluenen
5-Fluoro-2-nitrotoluene, 98+%
5-Fluoro-2-nitrotoluene 99%
5-Fluoro-2-nitrotoluene99%
1-Fluoro-3-methyl-4-nitrobenzene
1-Nitro-2-methyl-4-fluorobenzene | [EINECS(EC#)]
207-164-4 | [Molecular Formula]
C7H6FNO2 | [MDL Number]
MFCD00007283 | [Molecular Weight]
155.13 | [MOL File]
446-33-3.mol |
| Chemical Properties | Back Directory | [Appearance]
colorless to light yellow liqui | [Melting point ]
28°C | [Boiling point ]
97-98 °C/10 mmHg (lit.) | [density ]
1.272 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.527(lit.)
| [Fp ]
190 °F
| [storage temp. ]
Sealed in dry,Room Temperature | [form ]
powder to lump to clear liquid | [color ]
White or Colorless to Yellow | [Specific Gravity]
1.272 | [Detection Methods]
GC,NMR,HPLC | [BRN ]
2046652 | [InChI]
InChI=1S/C7H6FNO2/c1-5-4-6(8)2-3-7(5)9(10)11/h2-4H,1H3 | [InChIKey]
JHFOWEGCZWLHNW-UHFFFAOYSA-N | [SMILES]
C1([N+]([O-])=O)=CC=C(F)C=C1C | [CAS DataBase Reference]
446-33-3(CAS DataBase Reference) | [NIST Chemistry Reference]
Benzene, 4-fluoro-2-methyl-1-nitro-(446-33-3) |
| 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 .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S37:Wear suitable gloves . | [RIDADR ]
UN 2811 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29049085 |
| Hazard Information | Back Directory | [Chemical Properties]
colorless to light yellow liqui | [Industrial uses]
5-Fluoro-2-nitrotoluene can be used to synthesize 5-fluoro-2-nitrobenzaldehyde, and the resulting substance can be used as an intermediate in pharmaceutical chemistry and organic synthesis, and can be used to prepare herbicides, plant growth regulators, etc. | [Synthesis]
The general procedure for the synthesis of 5-fluoro-2-nitrotoluene from 3-fluorotoluene is as follows: 1-fluoro-3-methylbenzene (9) (30 g, 273 mmol) was added slowly and dropwise to a stirred 90% aqueous nitric acid solution (100 mL) at 0-5 °C. The reaction mixture was stirred for 0.5 min and poured into ice water. The aqueous phase was extracted with dichloromethane (3 x 50 mL), the organic phases were combined and washed with saturated aqueous sodium bicarbonate (100 mL), dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography (elution gradient: 0.5% to 3.3% ethyl acetate in petroleum ether) to afford the target product 5-fluoro-2-nitrotoluene as a yellow oil (16 g, 38% yield). The product was characterized by 1H NMR (400 MHz, CDCl3): δ 2.64 (s, 3H), 7.01-7.06 (m, 2H), 8.07 (m, 1H). | [References]
[1] Patent: US2010/324043, 2010, A1. Location in patent: Page/Page column 26-27
[2] Chemische Berichte, 1929, vol. 62, p. 1804
[3] Journal of the American Chemical Society, 1959, vol. 81, p. 94,95, 97
[4] Journal of Organic Chemistry, 1961, vol. 26, p. 3351 - 3356
[5] Patent: US6020379, 2000, A |
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