2-BROMO-4-CHLOROBENZONITRILE

2-BROMO-4-CHLOROBENZONITRILE Property

Melting point:

73-75°

Boiling point:

284.0±25.0℃ (760 Torr)

Density 

1.74±0.1 g/cm3 (20 ºC 760 Torr)

Flash point:

125.6±23.2℃

storage temp. 

Sealed in dry,Room Temperature

form 

solid

color 

Cream

InChI

InChI=1S/C7H3BrClN/c8-7-3-6(9)2-1-5(7)4-10/h1-3H

InChIKey

PEAQTMSQUXACRN-UHFFFAOYSA-N

SMILES

C(#N)C1=CC=C(Cl)C=C1Br

Safety

HazardClass 

IRRITANT

HS Code 

2926907090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

2-BROMO-4-CHLOROBENZONITRILE Chemical Properties,Usage,Production

Chemical Properties

off-white crytalline

Synthesis

Example 1A Synthesis of 2-bromo-4-chlorobenzonitrile: 588 mg (2.5 mmol) of 2-bromo-4-chlorobenzoic acid was dissolved with 300 mg of urea in a mixed solvent of dichloromethane/methanol, and subsequently concentrated over 364 mg of neutral alumina by rotary evaporator. The resulting mixture was microwaved at 150 °C for 60 min. After completion of the reaction, the reaction mixture was cooled and the residue was stirred with ethyl acetate and water, followed by filtration and separation of the aqueous phase. The organic phase was washed with sodium bicarbonate solution, dried over anhydrous sodium sulfate, then concentrated by rotary evaporator and finally dried under high vacuum. The crude product 383 mg (80% purity, 57% yield) was obtained, which could be used for subsequent reactions without further purification.1H NMR (300 MHz, CDCl3) δ: 7.72 (d, 1H), 7.60 (d, 1H), 7.42 (dd, 1H).

References

[1] Patent: US2009/181996, 2009, A1. Location in patent: Page/Page column 9-10
[2] Patent: WO2006/8046, 2006, A1. Location in patent: Page/Page column 47-48
[3] Patent: US2008/261964, 2008, A1. Location in patent: Page/Page column 9