| Identification | More | [Name]
4-Bromo-3-(trifluoromethyl)aniline | [CAS]
393-36-2 | [Synonyms]
2-BROMO-5-AMINOBENZOTRIFLUORIDE
4-AMINO-1-BROMO-2-(TRIFLUOROMETHYL)BENZENE
4-BROMO-3-(TRIFLUOROMETHYL)ANILINE
4-BROMO-3-TRIFLUOROMETHYL-PHENYLAMINE
5-AMINO-2-BROMOBENZOTRIFLUORIDE
BUTTPARK 37\11-68
4-Bromo-alpha,alpha,alpha-trifluoro-m-toluidine
Benzenamine, 4-bromo-3-(trifluoromethyl)-
3-trifluoromethyl-4-bromoaniline
3-Trifluoromethyl-4-bromoanili
5-amino-2-bromobenzotrifluoride (intermediate of bicalutamide)
5-Amino-2-bromobenzotrifluoride 97%
5-Amino-2-bromobenzotrifluoride97%
4-bromo-3-(Trilfuoromethyl)aniline
5-Amino-2-bromobenzotrifluo
4-BROMO-3-(TRIFLUOROMETHYL)ANILIME
4-BROMO-3-(TRIFLUOROMETHYL)ANILINE/5-AMINO-2-BROMOBENZOTRIFLUORIDE
4-BROMO-3-(TRIFLUOROMETHYL)ANILINE 98%
1-Bromo-2-(trifluoromethyl)-4-aminobenzene
4-Bromo-3-(trifluoromethyl)benzenamine | [EINECS(EC#)]
206-885-1 | [Molecular Formula]
C7H5BrF3N | [MDL Number]
MFCD00007827 | [Molecular Weight]
240.02 | [MOL File]
393-36-2.mol |
| Chemical Properties | Back Directory | [Appearance]
White to off-white crystalline | [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 | [form ]
Solid:crystalline | [pka]
2.67±0.10(Predicted) | [color ]
White to Orange to Green | [PH]
6.86 at 25℃ and 10g/L | [BRN ]
641589 | [LogP]
2.7 at 30℃ | [CAS DataBase Reference]
393-36-2(CAS DataBase Reference) | [NIST Chemistry Reference]
5-Amino-2-bromobenzotrifluoride(393-36-2) |
| Safety Data | Back Directory | [Hazard Codes ]
Xn,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 . | [Safety Statements ]
S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36:Wear suitable protective clothing . | [RIDADR ]
2811 | [WGK Germany ]
3
| [Hazard Note ]
Irritant | [HazardClass ]
6.1 | [HazardClass ]
IRRITANT | [HS Code ]
29214320 |
| Hazard Information | Back Directory | [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 |
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