2-BROMO-3-CHLOROANILINE Chemical Properties

Melting point:

41-43℃

Boiling point:

277℃

Density 

1.722

Flash point:

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

Safety Information

RIDADR 

2811

HazardClass 

6.1

PackingGroup 

Ⅲ

HS Code 

2921420090

2-BROMO-3-CHLOROANILINE Usage And Synthesis

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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