| Identification | More | [Name]
5-Fluoro-2-methylaniline | [CAS]
367-29-3 | [Synonyms]
2-AMINO-4-FLUOROTOLUENE
2-METHYL-5-FLUOROANILINE
3-FLUORO-6-METHYLANILINE
5-FLUORO-2-METHYLANILINE
5-FLUORO-O-TOLUIDINE
TIMTEC-BB SBB004266
Benzenamine, 5-fluoro-2-methyl-
2-Amino-4-fluorotoluene~5-Fluoro-o-toluidine
4-Fluoro-2-Aminotoluene
Fluoromethylaniline7
5-Fluoro-2-methylaniline,98+%
5-Fluoro-2-methylaniline 98%
5-Fluoro-o-toluidine (NH2=1)
5-Fluoro-2-toluidine | [EINECS(EC#)]
206-689-6 | [Molecular Formula]
C7H8FN | [MDL Number]
MFCD00007764 | [Molecular Weight]
125.14 | [MOL File]
367-29-3.mol |
| Chemical Properties | Back Directory | [Appearance]
purple to brown crystalline solid | [Melting point ]
38-40 °C (lit.) | [Boiling point ]
98-100°C 15mm | [density ]
1.13 g/cm3 (20℃) | [refractive index ]
1.538 | [Fp ]
194 °F
| [storage temp. ]
Keep in dark place,Inert atmosphere,2-8°C | [form ]
Crystalline Solid or Liquid | [pka]
3.44±0.10(Predicted) | [color ]
Purple to brown | [Water Solubility ]
insoluble | [BRN ]
2637584 | [InChI]
InChI=1S/C7H8FN/c1-5-2-3-6(8)4-7(5)9/h2-4H,9H2,1H3 | [InChIKey]
JLCDTNNLXUMYFQ-UHFFFAOYSA-N | [SMILES]
C1(N)=CC(F)=CC=C1C | [CAS DataBase Reference]
367-29-3(CAS DataBase Reference) | [NIST Chemistry Reference]
5-Fluoro-2-methylaniline(367-29-3) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,T,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 .
R23/24/25:Toxic by inhalation, in contact with skin and if swallowed . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S27:Take off immediately all contaminated clothing .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) .
S36:Wear suitable protective clothing . | [RIDADR ]
UN 1325 4.1/PG 2
| [WGK Germany ]
3
| [Hazard Note ]
Toxic/Irritant | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29214300 |
| Hazard Information | Back Directory | [Chemical Properties]
purple to brown crystalline solid | [Uses]
Used as a pharmaceutical intermediate in organic synthesis. | [Synthesis]
In a nitrogen-fed glovebox, Pd(P(o-tol)3)2 and CyPF-PtBu (1:1 ratio) were dissolved in dioxane and mixed for 5 min. A 20 mL scintation vial was charged with aryl halide (0.60 mmol, 1 equiv), ammonium sulfate (0.90 mmol, 1.5 equiv), and sodium tert-butoxide (2.7 mmol, 4.5 equiv). To this vial was added 6 mL of anhydrous dioxane and the appropriate amount of catalyst from the stock solution. The reaction vial was sealed with a Teflon-lined screw cap and removed from the glovebox. The reaction was stirred at the desired temperature for 12 h. The reaction mixture was diluted with EtOAc and filtered through a pad of Celite. The filtrate was concentrated in vacuo, and the crude product was purified by flash column chromatography. 5-Fluoro-2-methylaniline (Table 3, 2s) (CAS: 367-29-3) The reaction to form this product was conducted with 0.5 mol % Pd(P(o-tol)3)2 and 0.5 mol % CyPF-PtBu for 8 h. The crude product was isolated by flash column chromatography (5:1 Hexanes:EtOAc). 5-Fluoro-2-methylaniline was isolated as an oil in 76% yield. 1(600 MHz, CDCl3): δ 6.97 (t, J= 7.2 Hz, 1H), 6.40 (t, J= 9.9 Hz, 2H), 3.69 (s, 2H), 2.12 (s, 3H). 13C-NMR(151 MHz, CDCl3): δ 162.24 (d, JC-F= 240.9 Hz), 145.82 (d, JC-F= 10.6 Hz), 131.12 (d, JC-F= 9.6 Hz), 117.62 (d, JC-F = 2.6 Hz), 104.67 (d, JC-F= 21.0 Hz), 101.56 (d, JC-F= 24.6 Hz), 16.62 (s).
 | [References]
[1] Journal of Organic Chemistry, 1992, vol. 57, # 19, p. 5254 - 5255
[2] Patent: WO2015/104662, 2015, A1. Location in patent: Page/Page column 37
[3] Patent: US2016/326151, 2016, A1. Location in patent: Paragraph 0204
[4] Journal of the American Chemical Society, 1948, vol. 70, p. 439
[5] Journal of the Chemical Society, 1953, p. 3326 |
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