4-Chlorobenzonitrile Chemical Properties

Melting point:

90-93 °C(lit.)

Boiling point:

223 °C(lit.)

Density 

1,2 g/cm³

vapor pressure 

6.67hPa at 80.4℃

refractive index 

1.4530 (estimate)

Flash point:

108 °C

storage temp. 

Sealed in dry,Room Temperature

solubility 

0.245g/l practically insoluble

form 

Flakes or Chunks

color 

White to yellow

Water Solubility 

insoluble

BRN 

1072122

InChIKey

GJNGXPDXRVXSEH-UHFFFAOYSA-N

LogP

2.47 at 20℃

CAS DataBase Reference

623-03-0(CAS DataBase Reference)

NIST Chemistry Reference

4-Chlorobenzoic acid nitrile(623-03-0)

EPA Substance Registry System

4-Chlorobenzonitrile (623-03-0)

Safety Information

Hazard Codes 

Xn

Risk Statements 

20/22-36/37/38

Safety Statements 

23-26-36

RIDADR 

3439

WGK Germany 

2

RTECS 

DI2800000

Hazard Note 

Harmful

TSCA 

TSCA listed

HazardClass 

6.1(b)

PackingGroup 

III

HS Code 

29269095

MSDS

• Language:English Provider:4-Chlorobenzonitrile
• Language:English Provider:SigmaAldrich
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4-Chlorobenzonitrile Usage And Synthesis

Chemical Properties

4-Chlorobenzonitrile [623-03-0], 4- chloro-1-cyanobenzene, Cl – C6H4 – CN, Mr 137.6, mp 97℃, forms colorless crystals that can be sublimed. The compound is steam volatile, readily soluble in organic solvents, and only sparingly soluble in water. 4-Chlorobenzonitrile is produced industrially by the ammoxidation of 4-chlorotoluene. It is used in the synthesis of a red pigment for plastics.

Uses

4-Chlorobenzonitrile is used to prepare a red pigment for plastics. It is also used in the preparation of amides in organic synthesis. Further, it is used as an intermediate of dye and active pharmaceutical ingredients.

Definition

ChEBI: 4-Chlorobenzonitrile is a member of benzenes and a nitrile.

Synthesis Reference(s)

The Journal of Organic Chemistry, 23, p. 1350, 1958 DOI: 10.1021/jo01103a031
Synthetic Communications, 19, p. 1431, 1989 DOI: 10.1080/00397918908054553
Tetrahedron Letters, 31, p. 1063, 1990 DOI: 10.1016/S0040-4039(00)94431-9

Flammability and Explosibility

Non flammable

Synthesis

224 grams of V2O5 was added to a solution consisting of 490 ml of water 468 grams of oxalic acid at a temperature of 80 to 90??C, stirred thoroughly, and reacted to obtain a vanadium oxalate solution.

1250 g of SiO2 silica sol at a weight percent concentration of 40% SiO2 was slowly added to the above solution under stirring, and then a solution comprising 864 g of Cr(NO3)3-9H2O, 12.4 g of KNO3 and 500 ml of water, 76.4 g of H3BO3, 85.1 g of 85% phosphoric acid and 500 ml of water and 43.5 g of (NH4)6Mo7O24-4H2O and 100 ml of water were composed of a solution, stirred, heated and evaporated to a solid content of 40% by weight to obtain a viscous slurry.

After the above slurry was formed by spray drying, the catalyst precursor was pre-roasted at 300??C for 2 hrs, and then roasted at 650??C for 5 hrs to obtain a catalyst composed of atomic ratio: V1.00Cr0.9B0.50P0.30Mo0.10K0.05/SiO2, and the catalyst main loading weight ratio was 50/50.

Property Evaluation of Catalyst Processes Conditions: p-chlorotoluene: ammonia: air = 1:4:25 (molar), catalyst weight loading (WWH) 0.05 h-1, reaction temperature 420 ??, reaction pressure 0.01 MPa.

Results: p-chlorotoluene conversion    99.6% p-chlorobenzonitrile selectivity  91.5 %, p-chlorobenzonitrile conversion   99.6% p-chlorobenzonitrile selectivity  91.5% p-chlorobenzonitrile conversion   99.6% p-chlorobenzonitrile conversion. nbsp;91.5% p-chlorobenzonitrile yield    91.1%.

4-Chlorobenzonitrile (623-03-0)Related Product Information

• 4-Chloroaniline
• 4-Chlorotoluene
• 3-Chlorobenzyl chloride
• 2-Cyanophenol
• Benzyl chloroformate
• Tetrachloroterephthalonitrile
• 4-Nitrobenzonitrile
• p-Tolunitrile
• alpha-Chloro-o-fluorotoluene
• 4-Nitrobenzyl chloroformate
• 4-Chlorobenzoic acid
• 4-Chlorobenzyl cyanide
• 2-Chlorobenzyl chloride
• 1,2-Dichloro-4-(chloromethyl)benzene
• 2,6-Dichlorobenzonitrile
• Benzonitrile
• 4-Methylsulfuryl chlorobenzene
• 4-Chlorobenzamide