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| | 5-Fluoro-2-methylaniline Basic information |
| | 5-Fluoro-2-methylaniline Chemical Properties |
| 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 | | pka | 3.44±0.10(Predicted) | | form | Crystalline Solid or Liquid | | 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) |
| Hazard Codes | Xn,T,Xi | | Risk Statements | 20/21/22-36/37/38-23/24/25 | | Safety Statements | 26-27-36/37/39-45-36 | | RIDADR | UN 1325 4.1/PG 2 | | WGK Germany | 3 | | Hazard Note | Toxic/Irritant | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29214300 | | Storage Class | 4.1B - Flammable solid hazardous materials | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 5-Fluoro-2-methylaniline Usage And Synthesis |
| 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 |
| | 5-Fluoro-2-methylaniline Preparation Products And Raw materials |
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