1,2,4-Benzenetricarbonitrile

Base Information

• Chemical Name: 1,2,4-Benzenetricarbonitrile
• CAS No.: 10347-14-5
• Molecular Formula: C9H3N3
• Molecular Weight: 153.143
• DSSTox Substance ID: DTXSID60343844
• Nikkaji Number: J253.688I
• Wikidata: Q82115392
• Mol file: 10347-14-5.mol

Synonyms:1,2,4-Benzenetricarbonitrile;Benzene-1,2,4-tricarbonitrile;10347-14-5;4-cyano phthalonitrile;1,2,4-tricyanobenzene;SCHEMBL818327;1,2,4-Benzenetricarbonitrile #;DTXSID60343844

Chemical Property of 1,2,4-Benzenetricarbonitrile

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 153.032697108
• Heavy Atom Count: 12
• Complexity: 304

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C#N)C#N)C#N

Technology Process of 1,2,4-Benzenetricarbonitrile

There total 26 articles about 1,2,4-Benzenetricarbonitrile which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 83.0%

zinc(II) cyanide (557-21-1) + 2,5-dichlorobenzonitrile (21663-61-6) → 2-cyano-1,4-benzenedicarbonitrile (10347-14-5)

Guidance literature:

With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; nickel(II) chloride hexahydrate; zinc; In acetonitrile; at 80 ℃; for 13.5h; Inert atmosphere; Sealed tube;

Reference yield: 83.0%

zinc(II) cyanide (557-21-1) + 2,4-dichlorobenzylnitrile (6574-98-7) → 2-cyano-1,4-benzenedicarbonitrile (10347-14-5)

Guidance literature:

With dmap; 1,1'-bis-(diphenylphosphino)ferrocene; nickel(II) chloride hexahydrate; zinc; In acetonitrile; at 80 ℃; for 13.5h; Schlenk technique; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.7b00732

Reference yield: 80.0%

potassium cyanide + 3,4-dicyanoaniline (56765-79-8) → 2-cyano-1,4-benzenedicarbonitrile (10347-14-5)

Guidance literature:

3,4-dicyanoaniline; With hydrogenchloride; at 0 ℃;

potassium cyanide; at 20 ℃;

DOI:10.1016/j.jcat.2020.08.019

upstream raw materials:

hydrogen cyanide

1,2,4-Trichlorobenzene

1-Methylpyrrolidine

1,2,4,5-tetracyanobenzene

Downstream raw materials:

4-methylphthalonitrile

2,4-dicyanotoluene

2-methyl-1,4-dicyanobenzene

5-Methyl-1,2,4-benzenetricarbonitrile

Refernces

• 1、 Kyushin, Soichiro,Ehara, Yasushi,Nakadaira, Yasuhiro,Ohashi, Mamoru. "Novel Silylation of Aromatic Nitriles via Photo-induced Electron Transfer". . p. 279 - 280. Retrieved 1989.
• 2、 -. "Corresponding amine nitrile and method of manufacturing thereof". Paragraph 0132; 0133; 0134; 0136. . Retrieved 2018/05/24.