3-CHLORO-5-FLUOROPHENYLACETONITRILE

3-CHLORO-5-FLUOROPHENYLACETONITRILE Property

Boiling point:

244.7±25.0 °C(Predicted)

Density 

1.286±0.06 g/cm3(Predicted)

refractive index 

1.523-1.525

storage temp. 

Sealed in dry,Room Temperature

form 

clear liquid

color 

Colorless to Light yellow to Light orange

Water Solubility 

Not miscible or difficult to mix with water.

Safety

Hazard Codes 

Xn,T

Risk Statements 

36/37/38-20/21/22-36/37/39

Safety Statements 

36/37/39-26

RIDADR 

UN 3276 6.1/PG III

Hazard Note 

Toxic

HazardClass 

6.1

PackingGroup 

III

HS Code 

2926907090

Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H300Fatal if swallowed

H311Toxic in contact with skin

H315Causes skin irritation

H319Causes serious eye irritation

H331Toxic if inhaled

Precautionary statements

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

P309IF exposed or if you feel unwell:

P310Immediately call a POISON CENTER or doctor/physician.

3-CHLORO-5-FLUOROPHENYLACETONITRILE Chemical Properties,Usage,Production

Chemical Properties

clear yellow liquid

Uses

It is employed as a intermediates for pharmaceutical.

Synthesis

3-Chloro-5-fluorobenzyl bromide (58.23 g, 260 mmol) and acetic acid (5.35 mL, 93.6 mmol) were dissolved in toluene (260 mL). Aqueous sodium cyanide (195 mL, 48.57 g, 990 mmol) and tributylbenzyl ammonium chloride (5.68 g, 18.2 mmol) were added slowly and dropwise with stirring. The reaction mixture was stirred continuously at room temperature for 4 hours. After completion of the reaction, the organic layer was separated and washed sequentially with deionized water (200 mL) and saturated sodium chloride solution (200 mL). The organic layer was dried over anhydrous magnesium sulfate and concentrated under reduced pressure to remove the solvent. The crude product obtained was purified by basic silica gel column chromatography using hexane-ethyl acetate (4:1, v/v) as eluent to give 3-chloro-5-fluorophenylacetonitrile (44.89 g, 100% yield) as a brown oil. The structure of the product was confirmed by 1H NMR (300 MHz, CDCl3): δ 3.74 (2H, s), 6.99 (1H, d, J = 8.7 Hz), 7.05-7.13 (1H, m), 7.15 (1H, s).

References

[1] Patent: EP2530078, 2012, A1. Location in patent: Page/Page column 118