4,5-DICHLOROPHTHALONITRILE Chemical Properties

Melting point:

180-184 °C (lit.)

Boiling point:

312.4±42.0 °C(Predicted)

Density 

1.48±0.1 g/cm3(Predicted)

storage temp. 

Sealed in dry,Room Temperature

solubility 

almost transparency in hot Methanol

form 

powder to crystal

color 

White to Almost white

InChI

InChI=1S/C8H2Cl2N2/c9-7-1-5(3-11)6(4-12)2-8(7)10/h1-2H

InChIKey

SRIJSZQFAMLVQV-UHFFFAOYSA-N

SMILES

C1(C#N)=CC(Cl)=C(Cl)C=C1C#N

CAS DataBase Reference

139152-08-2

Safety Information

Hazard Codes 

Xn,Xi

Risk Statements 

20/21/22-36/37/38

Safety Statements 

26-36

RIDADR 

2811

WGK Germany 

3

Hazard Note 

Irritant

HazardClass 

6.1

PackingGroup 

III

HS Code 

29269090

Storage Class

11 - Combustible Solids

Hazard Classifications

Acute Tox. 4 Oral
Eye Irrit. 2
Skin Irrit. 2
STOT SE 3

MSDS

• Language:English Provider:SigmaAldrich

4,5-DICHLOROPHTHALONITRILE Usage And Synthesis

Chemical Properties

Off-white powder

Uses

4,5-Dichlorophthalonitrile is suitable as a reactant in the synthesis of 4,5-bis(3,4-dimethoxyphenyl) phthalonitrile and 4,5-bis(2,6-dimethoxyphenoxy) phthalonitrile. It may be used in the synthesis of 4,5-diphenoxyphthalonitrile.

General Description

4,5-Dichlorophthalonitrile (4,5-dichloro-1,2-dicyanobenzene) is a phthalonitrile derivative. It has been synthesized from 4,5-dichloro-1,2-benzenedicarboxamide and characterized by ¹H ,¹³C-NMR and IR. 4,5-dichlorophthalonitrile undergoes base catalyzed nucleophilic aromatic substitution reaction with O-, S- nucleophiles and acidic -CH containing compounds to form corresponding phthalonitrile derivatives, which are the precursors in the synthesis of phthalocyanines.

Synthesis

22.2 g of dichlorophthalic anhydride was added to 30 mL of formamide (HCONH2), and then refluxed at 200-220??C for 3h, and then purified to obtain dichlorophthalimide; ii. 22.0 g of dichlorophthalimide obtained in step 1 was added to 538 mL of ammonia, and then stirred and reacted at room temperature for 48h, and then purified to obtain dichlorophthalic dicarboxamide; iii. 80 mL of N,N-dimethylformamide (DMF) and 58 mL of dichlorosulfoxide were mixed, and the mixture was obtained by stirring in an ice-water bath for 2h, and then 15.6g of dichlorophthalimide obtained in step II was added to the mixture, and continued to be stirred in an ice-water bath for 5h, and then left to stand for 18h, and then separated and purified by column chromatography, obtaining 4,5-dichlorophthalonitrile.

4,5-DICHLOROPHTHALONITRILE(139152-08-2)Related Product Information

• 2,6-Difluorobenzonitrile
• 2,4-Dichlorobenzonitrile
• 3,5-Dichlorophthalonitrile
• 3,4-Dichlorophthalonitrile
• 3,6-Dichlorophthalonitrile
• 4,5-DICHLOROPHTHALONITRILE
• 3-Chlorobenzonitrile
• 4-CHLORO-2-METHYLBENZONITRILE
• 5-CHLORO-2-METHYLBENZONITRILE
• 1,4-DIBUTOXY-2,3-DICHLORO-5,6-DICYANOBENZENE
• Phthalonitrile
• 4-Chlorobenzonitrile
• 3,4-Dichlorobenzonitrile
• 3,4,5,6-Tetrachlorophthalonitrile