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| | 2-Bromo-4-trifluoromethoxyaniline Basic information |
| | 2-Bromo-4-trifluoromethoxyaniline Chemical Properties |
| Boiling point | 209 °C(lit.) | | density | 1.693 g/mL at 25 °C(lit.) | | refractive index | n20/D 1.504(lit.) | | Fp | >230 °F | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | form | Liquid | | pka | 1.68±0.10(Predicted) | | color | Clear light yellow to orange-yellow | | Specific Gravity | 1.693 | | InChI | InChI=1S/C7H5BrF3NO/c8-5-3-4(1-2-6(5)12)13-7(9,10)11/h1-3H,12H2 | | InChIKey | ROSTYHNIIDIBEG-UHFFFAOYSA-N | | SMILES | C1(N)=CC=C(OC(F)(F)F)C=C1Br | | CAS DataBase Reference | 175278-17-8(CAS DataBase Reference) |
| Hazard Codes | Xi,T | | Risk Statements | 36/37/38 | | Safety Statements | 26-36-37/39 | | WGK Germany | 3 | | Hazard Note | Toxic | | HazardClass | IRRITANT | | HS Code | 29222990 | | Storage Class | 10 - Combustible liquids | | Hazard Classifications | Eye Irrit. 2
Skin Irrit. 2
STOT SE 3 |
| | 2-Bromo-4-trifluoromethoxyaniline Usage And Synthesis |
| Chemical Properties | clear light yellow to orange-yellow liquid | | Synthesis | General procedure for the synthesis of 2-bromo-4-trifluoromethoxyaniline from 4-(trifluoromethoxy)aniline: N-bromosuccinimide (3.62 g, 20.34 mmol) was slowly added to a solution of 4-(trifluoromethoxy)aniline (3.00 g, 16.9 mmol) in acetonitrile (30 mL) at 0 °C. The reaction mixture was gradually warmed to room temperature and stirred continuously for 4 hours. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to give the crude product. The crude product was purified by column chromatography using 10% ethyl acetate/hexane as eluent to give 2-bromo-4-trifluoromethoxyaniline as a brown oil (3.6 g, 83% yield). The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 4.11 (broad single peak, 2H), 6.73 (double peak, 1H), 6.99 (double-double-heavy peak, 1H), and 7.31 (double-heavy peak, 1H).The LC-MS analysis showed that the [M-H]- peak was located at m/z 253.1. | | References | [1] Patent: WO2015/100232, 2015, A2. Location in patent: Page/Page column 102
[2] Journal of Medicinal Chemistry, 2007, vol. 50, # 1, p. 113 - 128
[3] Patent: EP1183229, 2005, B1. Location in patent: Page/Page column 143-144
[4] Organic Letters, 2011, vol. 13, # 20, p. 5636 - 5639
[5] Journal of the American Chemical Society, 2016, vol. 138, # 40, p. 13147 - 13150 |
| | 2-Bromo-4-trifluoromethoxyaniline Preparation Products And Raw materials |
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