2,6-Dichlorobenzyl acetonitrile Chemical Properties

Melting point:

73-75 °C (lit.)

Boiling point:

306.06°C (rough estimate)

Density 

1.4274 (rough estimate)

refractive index 

1.5690 (estimate)

storage temp. 

Sealed in dry,Room Temperature

solubility 

soluble in Methanol

form 

Crystalline Powder

color 

White to light yellow

BRN 

1910482

Exposure limits

NIOSH: IDLH 25 mg/m3

CAS DataBase Reference

3215-64-3(CAS DataBase Reference)

NIST Chemistry Reference

2,6-Dichlorophenylacetic acid nitrile(3215-64-3)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-37/39-36/37/39

RIDADR 

3439

WGK Germany 

3

HazardClass 

6.1

PackingGroup 

III

HS Code 

29269095

MSDS

• Language:English Provider:2,6-Dichlorobenzyl acetonitrile
• Language:English Provider:SigmaAldrich
• Language:English Provider:ACROS
• Language:English Provider:ALFA

2,6-Dichlorobenzyl acetonitrile Usage And Synthesis

Chemical Properties

White to light yellow crystalline powder

General Description

2,6-Dichlorophenylacetonitrile was found to degrade rapidly in non-sterile soils but not in azide treated soils.

Synthesis

Example 13-(2,6-dichloro-phenyl)-6-(2,4-difluoro-phenylamino)-1-diethyl-pyrazolo[1,5-a]pyrimidin-2-one was synthesized as follows: Step 1 (Synthesis of 2,6-dichlorophenylacetonitrile): a solution of potassium cyanide (26 g, 400.00 mmol) and 18-crown-6 (0.05 g) in water (60 mL) was added to a 500 mL round bottom flask. Subsequently, an ethanol (300 mL) solution of 2,6-dichlorobenzyl chloride (40 g, 206.24 mmol) was added to this solution. The reaction mixture was stirred under reflux conditions for 1 to 3 hours and the progress of the reaction was monitored by thin layer chromatography (TLC, unfolding agent ratio ethyl acetate: petroleum ether = 1:4). After completion of the reaction, the mixture was concentrated to dryness using a rotary evaporator. The concentrated residue was transferred to a dispensing funnel and washed with water (5 x 100 mL) to afford 35.4 g (95% yield) of 2-(2,6-dichlorophenyl)acetonitrile as a white solid. The product can be used directly in the next reaction without further purification.

References

[1] Patent: WO2007/15866, 2007, A2. Location in patent: Page/Page column 29; 31

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