|
|
| | 4-Bromo-3-(trifluoromethyl)aniline Basic information |
| | 4-Bromo-3-(trifluoromethyl)aniline Chemical Properties |
| Melting point | 47-49 °C(lit.) | | Boiling point | 81-84 °C0.5 mm Hg(lit.) | | density | 1.6925 (rough estimate) | | refractive index | 1.5320 (estimate) | | Fp | >230 °F | | storage temp. | Keep in dark place,Inert atmosphere,Room temperature | | solubility | soluble in Methanol | | pka | 2.67±0.10(Predicted) | | form | Solid:crystalline | | color | White to Orange to Green | | PH | 6.86 at 25℃ and 10g/L | | BRN | 641589 | | InChI | 1S/C7H5BrF3N/c8-6-2-1-4(12)3-5(6)7(9,10)11/h1-3H,12H2 | | InChIKey | YGNISOAUPSJDJE-UHFFFAOYSA-N | | SMILES | Nc1ccc(Br)c(c1)C(F)(F)F | | LogP | 2.7 at 30℃ | | CAS DataBase Reference | 393-36-2(CAS DataBase Reference) | | NIST Chemistry Reference | 5-Amino-2-bromobenzotrifluoride(393-36-2) |
| Hazard Codes | Xn,Xi | | Risk Statements | 20/21/22-36/37/38 | | Safety Statements | 26-36 | | RIDADR | 2811 | | WGK Germany | 3 | | Hazard Note | Irritant | | HazardClass | 6.1 | | HS Code | 29214300 | | Storage Class | 6.1C - Combustible acute toxic Cat.3
toxic compounds or compounds which causing chronic effects | | Hazard Classifications | Acute Tox. 3 Oral
Aquatic Chronic 2
Eye Irrit. 2
Skin Irrit. 2
Skin Sens. 1B
STOT RE 2 Oral |
| | 4-Bromo-3-(trifluoromethyl)aniline Usage And Synthesis |
| Chemical Properties | White to off-white crystalline | | Uses | 4-Bromo-3-(trifluoromethyl)aniline has been used in the preparation of:
- 2,5-dibromo-(trifluoromethyl)benzene and 2-bromo-5-iodo-(trifluoromethyl)benzene
- AUY954, an aminocarboxylate analog of FTY720, a low nanomolar, monoselective agonist of the sphingosine-1-phosphate receptor
| | Synthesis | General procedure for the synthesis of 5-amino-2-bromobenzotrifluoride from 2-bromo-5-nitrobenzotrifluoride: 300 mL of methanol, 284 g of 2-bromo-5-nitrobenzotrifluoride, 20 g of Raney Ni Catalyst, and 1.0 g of piperazine were added to a 1 L high pressure hydrogenation reactor. The air in the reactor was replaced with hydrogen 3-4 times, followed by the hydrogenation reaction at a hydrogen pressure of 0.8-1.0 MPa and 80-90 °C until no more hydrogen was consumed. Upon completion of the reaction, the reaction mixture was cooled and filtered to remove the Raney Ni catalyst. Methanol and water were removed by distillation under reduced pressure, and the final product was obtained by simple distillation as a pale yellow liquid product, 5-amino-2-bromobenzotrifluoride, 250 g, with a GC purity of 95% and a yield of 98.8%.The Raney Ni catalyst and the solvent, methanol, can be recovered for reuse. | | References | [1] Patent: CN106905104, 2017, A. Location in patent: Paragraph 0020; 0022
[2] Journal of the American Chemical Society, 1951, vol. 73, p. 3932 |
| | 4-Bromo-3-(trifluoromethyl)aniline Preparation Products And Raw materials |
|