2,3-Dichlorobenzonitrile Chemical Properties

Melting point:

60-64 °C(lit.)

Boiling point:

114°C 6mm

Density 

1.4980 (rough estimate)

refractive index 

1.6000 (estimate)

Flash point:

114°C/6mm

storage temp. 

Sealed in dry,Room Temperature

form 

Solid:bulk

color 

White to Light yellow to Green

Water Solubility 

It is miscible with water.

BRN 

2438753

Exposure limits

NIOSH: IDLH 25 mg/m3

LogP

2.83

CAS DataBase Reference

6574-97-6(CAS DataBase Reference)

Safety Information

Hazard Codes 

Xn,T,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

22-26-36/37/39-45-36

RIDADR 

3276

WGK Germany 

3

Hazard Note 

Irritant/Toxic

HazardClass 

6.1

PackingGroup 

III

HS Code 

29269090

MSDS

• Language:English Provider:2,3-Dichlorobenzonitrile
• Language:English Provider:ACROS
• Language:English Provider:SigmaAldrich
• Language:English Provider:ALFA

2,3-Dichlorobenzonitrile Usage And Synthesis

Chemical Properties

white powder

Uses

2,3-Dichlorobenzonitrile, is used as a reactant involved in nucleophilic aromatic fluorination, reactions with magnesium amides for synthesis of carboxamides, Suzuki-Miyaura coupling reactions. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dye stuff.

Synthesis

General procedure for the synthesis of 2,3-dichlorobenzonitrile from 2,3-dichlorobenzaldehyde oxime: n-C4F9SO2F (20.0 mmol, 2.0 eq.) was slowly added dropwise using a syringe to a solution of dichloromethane (CH2Cl2, 20 mL) containing the substrate 2,3-dichlorobenzaldehyde oxime (10.0 mmol) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU. 50.0 mmol, 5.0 equiv) in a solution of dichloromethane (CH2Cl2, 20 mL). The reaction mixture was stirred at the same temperature for 10 min. Subsequently, the volatile components were removed by distillation under reduced pressure to give the crude product. The crude product was purified by silica gel column chromatography with the eluent being a solvent mixture of petroleum ether and ethyl acetate, resulting in the target product 2,3-dichlorobenzonitrile in 95% yield.

References

[1] Tetrahedron Letters, 2010, vol. 51, # 14, p. 1826 - 1831
[2] Chinese Chemical Letters, 2016, vol. 27, # 1, p. 96 - 98

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