1-BROMO-4-CHLORO-2-IODOBENZENE Chemical Properties

Melting point:

32-33℃

Boiling point:

279℃

Density 

2.272

Flash point:

123℃

storage temp. 

Keep in dark place,Sealed in dry,2-8°C

Appearance

Colorless to light yellow <32°C Solid,>33°C Liquid

InChI

InChI=1S/C6H3BrClI/c7-5-2-1-4(8)3-6(5)9/h1-3H

InChIKey

ROJJKFAXAOCLKK-UHFFFAOYSA-N

SMILES

C1(Br)=CC=C(Cl)C=C1I

Safety Information

HS Code 

2903998090

1-BROMO-4-CHLORO-2-IODOBENZENE Usage And Synthesis

Synthesis

The general procedure for the synthesis of 1-bromo-4-chloro-2-iodobenzene from 2-bromo-5-chloroaniline was as follows: 2-bromo-5-chloroaniline (50 g, 242.16 mmol) was dissolved in hydrochloric acid (500 ml) and the mixture was stirred at 0°C. Subsequently, a solution of sodium nitrite (NaNO2, 17.5 g, 253.62 mmol) dissolved in water (50 ml) was added dropwise to the reaction mixture over a period of 1 hour, keeping the temperature at -10°C. Next, a solution of potassium iodide (KI, 44.2 g, 266.26 mmol) dissolved in water (50 ml) was added dropwise to the reaction system at 0°C with continuous stirring for 1 hour. After completion of the reaction, the reaction mixture was extracted with ethyl acetate, filtered and the organic phase was dried with magnesium sulfate (MgSO4). The dried organic layer was filtered under reduced pressure and subsequently concentrated by evaporation under reduced pressure. Finally, the concentrate was purified by column chromatography to afford the target compound 1-bromo-4-chloro-2-iodobenzene (62 g, yield: 66%).

References

[1] Patent: KR2015/8658, 2015, A. Location in patent: Paragraph 0143-0145
[2] Angewandte Chemie - International Edition, 2008, vol. 47, # 5, p. 888 - 890
[3] Patent: WO2008/76427, 2008, A2. Location in patent: Page/Page column 185-186; 191

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