4-bromo-2-trifluoromethylphenylacetonitrile

4-bromo-2-trifluoromethylphenylacetonitrile Property

storage temp. 

Sealed in dry,Room Temperature

Appearance

White to off-white Solid

Safety

HS Code 

2916399090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P270Do not eat, drink or smoke when using this product.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P301+P312IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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

P321Specific treatment (see … on this label).

P330Rinse mouth.

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P362Take off contaminated clothing and wash before reuse.

P501Dispose of contents/container to..…

4-bromo-2-trifluoromethylphenylacetonitrile Chemical Properties,Usage,Production

Synthesis

The general procedure for the synthesis of 4-bromo-2-trifluoromethylphenylacetonitrile from 5-bromo-2-methyltrifluorotoluene and potassium cyanide was as follows: 4-methyl-3-trifluorobromobenzene (33.26 g, 104.261 mmol), potassium cyanide (20.43 g, 313.67 mmol) and tetrabutylammonium bromide (3.37 g, 10.45 mmol) were reacted in a methylene chloride/water (1:1, 300 mL) in a solvent mixture of dichloromethane/water, and the reaction was stirred at room temperature for 4 hours. After the reaction was completed, the organic layer and the aqueous layer were separated, and the organic layer was washed with water (100 mL), 1N hydrochloric acid (100 mL), and saturated saline, and dried over anhydrous sodium sulfate. The organic layer was concentrated under reduced pressure to obtain a brown oily crude product. The crude product was purified by fast column chromatography (eluent: 0% to 20% hexane solution of ethyl acetate) to afford the target product 4-bromo-2-trifluoromethylphenylacetonitrile (14.9 g, 54% yield) in the form of a colorless transparent oil. The structure of the product was confirmed by 1H NMR (400 MHz, CDCl3): δ 3.91 (s, 2H), 7.57 (d, J = 8.3 Hz, 1H), 7.75 (dd, J = 8.3, 2Hz, 1H), 7.84 (d, J = 2Hz, 1H).

References

[1] Patent: WO2006/18725, 2006, A1. Location in patent: Page/Page column 208-209