| Identification | Back Directory | [Name]
2-BROMO-3-CHLOROANILINE | [CAS]
96558-73-5 | [Synonyms]
2-BROMO-3-CHLOROANILINE
2-broMo-3-chlorobenzenaMine
Benzenamine, 2-bromo-3-chloro
(2-Bromo-3-chlorophenyl)amine
BENZENAMINE,2-BROMO-3-CHLORO,2-Bromo-3-chloro-phenylamine,2-BROMO-3-CHLOROBENZENAMINE | [Molecular Formula]
C6H5BrClN | [MDL Number]
MFCD10699543 | [MOL File]
96558-73-5.mol | [Molecular Weight]
206.47 |
| Chemical Properties | Back Directory | [Melting point ]
41-43℃ | [Boiling point ]
277℃ | [density ]
1.722 | [Fp ]
122℃ | [storage temp. ]
Keep in dark place,Inert atmosphere,Room temperature | [form ]
crystalline solid | [pka]
1.48±0.10(Predicted) | [color ]
Light to dark brown | [InChI]
InChI=1S/C6H5BrClN/c7-6-4(8)2-1-3-5(6)9/h1-3H,9H2 | [InChIKey]
JHHMLFBYFNAPDZ-UHFFFAOYSA-N | [SMILES]
C1(N)=CC=CC(Cl)=C1Br |
| Hazard Information | Back Directory | [Chemical Properties]
2-Bromo-3-chloroaniline exhibits nonpolar properties, which allows it to bind to the stationary phase of the column and act as an electron scavenger. It reacts with the electrons released by the sample components, resulting in a measurable current.
| [Uses]
2-Bromo-3-chloroaniline is a bromoderivative that is used as an electron detector in gas chromatography. It can also be used as an indicator for bromination reactions. | [Synthesis]
Step B: Synthesis of 2-bromo-3-chloroaniline
To a solution of tert-butyl (2-bromo-3-chlorophenyl)carbamate (0.4 g) in dichloromethane (DCM, 20 mL) was added trifluoroacetic acid (TFA, 10 mL). The reaction mixture was stirred at room temperature for 3 h. The reaction solution was subsequently concentrated by rotary evaporator. Water (10 mL) was added to the concentrated residue and the mixture was extracted with dichloromethane (2 x 20 mL). The organic phase was separated and washed sequentially with saturated aqueous sodium bicarbonate (NaHCO3) and saturated aqueous sodium chloride (NaCl), dried over anhydrous sodium sulfate (Na2SO4), and then the organic phase was concentrated to give the title compound 2-bromo-3-chloroaniline as a solid (0.2 g, 77% yield).
1H NMR (400 MHz, CDCl3) δ 7.03-6.99 (1H, m), 6.85-6.83 (1H, d, J = 8.0 Hz), 6.65-6.63 (1H, d, J = 8.0 Hz), 4.25 (2H, s). | [References]
[1] Patent: WO2013/148603, 2013, A1. Location in patent: Paragraph 0185-0186 |
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