|
|
| | 4-Fluoro-2-methylaniline Basic information |
| | 4-Fluoro-2-methylaniline Chemical Properties |
| Melting point | 14.2°C | | Boiling point | 90-92 °C/16 mmHg (lit.) | | density | 1.126 g/mL at 25 °C (lit.) | | refractive index | n20/D 1.537(lit.) | | Fp | 190 °F | | storage temp. | Keep in dark place,Inert atmosphere,2-8°C | | pka | 4.51±0.10(Predicted) | | form | clear liquid | | color | Light yellow to Yellow to Orange | | Specific Gravity | 1.126 | | BRN | 1931798 | | InChI | 1S/C7H8FN/c1-5-4-6(8)2-3-7(5)9/h2-4H,9H2,1H3 | | InChIKey | KMHLGVTVACLEJE-UHFFFAOYSA-N | | SMILES | Cc1cc(F)ccc1N | | CAS DataBase Reference | 452-71-1(CAS DataBase Reference) | | NIST Chemistry Reference | Benzenamine, 4-fluoro-2-methyl-(452-71-1) | | EPA Substance Registry System | 4-Fluoro-2-methylaniline (452-71-1) |
| Hazard Codes | Xn,T,Xi | | Risk Statements | 20/21/22-36/37/38-23/24/25 | | Safety Statements | 26-36/37/39-45-36 | | RIDADR | 2810 | | WGK Germany | 3 | | RTECS | CY0500000 | | Hazard Note | Toxic/Irritant | | TSCA | TSCA listed | | HazardClass | 6.1 | | PackingGroup | III | | HS Code | 29214300 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 4-Fluoro-2-methylaniline Usage And Synthesis |
| Chemical Properties | colorlesstolightyellowliqui | | Uses | 4-Fluoro-2-methylaniline was used in the synthesis of 4-fluoro-N-[(E)-{7-methoxy-2-[4-(methylsulfanyl)phenyl]-1-benzofuran-5-yl}methylidene]-2-methylaniline. | | Synthesis | General procedure for the synthesis of 4-fluoro-2-methylaniline from 5-fluoro-2-nitrotoluene: 10% palladium/carbon (Pd/C, 21 mg, 0.020 mmol) was added to a solution of 4-fluoro-2-methyl-1-nitrobenzene (3b, 243 mL, 2.00 mmol) in methanol (MeOH, 10 mL). The reaction mixture was stirred at room temperature and bubbled with hydrogen (H2) for 2 hours. Upon completion of the reaction, the solid catalyst was removed by filtration and the solids were washed with dichloromethane (DCM, 25 mL). The filtrate and DCM wash solution were combined and concentrated under reduced pressure. The residue was purified by fast column chromatography (silica gel, petroleum ether (P.E.) gradient elution to petroleum ether:ethyl acetate (PE:EtOAc) 4:1) to afford 4-fluoro-2-methylaniline (4b) as a pink oil (250 mg, 100% yield). | | References | [1] European Journal of Medicinal Chemistry, 2015, vol. 103, p. 539 - 550
[2] Collection of Czechoslovak Chemical Communications, 1984, vol. 49, # 1, p. 86 - 109
[3] Synlett, 2007, # 16, p. 2557 - 2558
[4] Acta Chemica Scandinavica (1947-1973), 1955, vol. 9, p. 1079,1083
[5] Chemische Berichte, 1929, vol. 62, p. 1804 |
| | 4-Fluoro-2-methylaniline Preparation Products And Raw materials |
|