| Identification | More | [Name]
4-Bromo-3-fluoroaniline | [CAS]
656-65-5 | [Synonyms]
4-BROMO-3-FLUOROANILINE
4-BROMO-3-FLUOROPHENYLAMINE
4-Bromo-3-fluoroaniline98% | [EINECS(EC#)]
628-120-4 | [Molecular Formula]
C6H5BrFN | [MDL Number]
MFCD00672933 | [Molecular Weight]
190.01 | [MOL File]
656-65-5.mol |
| Chemical Properties | Back Directory | [Appearance]
Beige to brown needles and crystalline powder | [Melting point ]
72-73°C | [Boiling point ]
65-68 °C (lit.) | [density ]
0.982 g/mL at 25 °C(lit.)
| [refractive index ]
n20/D 1.471(lit.)
| [Fp ]
105 °F
| [storage temp. ]
Keep in dark place,Sealed in dry,Room Temperature | [solubility ]
Acetonitrile, Methanol | [form ]
Crystalline Powder | [pka]
2.88±0.10(Predicted) | [color ]
Yellow to tan | [Water Solubility ]
Soluble in acetonitrile, methanol. Insoluble in water. | [BRN ]
3236457 | [InChI]
InChI=1S/C6H5BrFN/c7-5-2-1-4(9)3-6(5)8/h1-3H,9H2 | [InChIKey]
YTMVYYAKOPIJCZ-UHFFFAOYSA-N | [SMILES]
C1(N)=CC=C(Br)C(F)=C1 | [CAS DataBase Reference]
656-65-5(CAS DataBase Reference) |
| Safety Data | Back Directory | [Hazard Codes ]
Xi,T,Xn | [Risk Statements ]
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 ]
UN2811 | [WGK Germany ]
3
| [Hazard Note ]
Toxic | [HazardClass ]
6.1 | [PackingGroup ]
III | [HS Code ]
29214200 |
| Hazard Information | Back Directory | [Chemical Properties]
Beige to brown needles and crystalline powder | [Uses]
4-Bromo-3-fluoroaniline is a intermediate used for the synthetic preparation of Tradizolid and various pharmaceuticals such as the synthesis of several lateral difluoro-substituted 4,4"-dialkyl- and 4
,4"-alkoxyalkylterphenyls. | [Synthesis]
General procedure for the synthesis of 4-bromo-3-fluoroaniline from 3-fluoro-4-bromoacetanilide: N-(4-bromo-3-fluorophenyl)acetamide (12.9 g, 12.9 mmol) was dissolved in ethanol (30 mL), and stirred until completely dissolved. Subsequently, concentrated hydrochloric acid (15 mL) was added to the solution and the reaction was refluxed at 80 °C for 4 hours. Upon completion of the reaction, the reaction mixture was diluted with ice water and extracted with ethyl acetate. The organic layers were combined and washed sequentially with water and brine solution. Finally, the solvent was removed by vacuum distillation to afford 4-bromo-3-fluoroaniline (2.45 g, 100.0% yield) as an off-white solid. | [References]
[1] Patent: WO2014/202580, 2014, A1. Location in patent: Page/Page column 97; 98
[2] Molecular Crystals and Liquid Crystals (1969-1991), 1991, vol. 204, p. 43 - 64
[3] Journal of the Chemical Society, 1958, p. 2815,2818 |
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