Benzene-1,2,3-tricarbonitrile

Base Information

• Chemical Name: Benzene-1,2,3-tricarbonitrile
• CAS No.: 38700-18-4
• Molecular Formula: C9H3N3
• Molecular Weight: 153.143
• DSSTox Substance ID: DTXSID00447557
• Nikkaji Number: J253.681A
• Wikidata: Q82266428
• Mol file: 38700-18-4.mol

Synonyms:Benzene-1,2,3-tricarbonitrile;tricyanobenzene;38700-18-4;1,2,3-Tricyanobenzene;SCHEMBL645262;DTXSID00447557

Chemical Property of Benzene-1,2,3-tricarbonitrile

Chemical Property:

• XLogP3: 0.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 153.032697108
• Heavy Atom Count: 12
• Complexity: 280

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzene-1,2,3-tricarbonitrile

There total 13 articles about Benzene-1,2,3-tricarbonitrile 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: 56.0%

potassium cyanide (151-50-8) + Benzene-1-nitro-2,6-dicyano (51762-72-2) → 2,6-dicyanophenol (28177-80-2) + benzene-1,2,3-tricarbonitrile (38700-18-4) + 3-cyanophthalimide (773-71-7)

Guidance literature:

With sodium carbonate; Yield given. Multistep reaction; 1.) DMSO, 110 deg C, 0.5 h;

Reference yield: 5.0%

propiolonitrile (1070-71-9) → 2-cyano-1,4-benzenedicarbonitrile (10347-14-5) + benzene-1,2,3-tricarbonitrile (38700-18-4) + 2,3,5-tricyano Dewar benzene

Guidance literature:

In dichloromethane; at 40 ℃; for 48h; under 9000720 Torr;

Reference yield:

propiolonitrile (1070-71-9) → 2-cyano-1,4-benzenedicarbonitrile (10347-14-5) + benzene-1,2,3-tricarbonitrile (38700-18-4)

Guidance literature:

In benzene; at 160 ℃; for 22h; Product distribution; Mechanism; presence of <2.2>paracyclophane;

upstream raw materials:

propiolonitrile

2-chloro-1,3-dicyanobenzene

potassium cyanide

Benzene-1-nitro-2,6-dicyano

Refernces

• 1、 Mladenova, Boryana,Kattnig, Daniel R.,Grampp, Guenter. "ESR-investigations on the dynamic solvent effects of degenerate electron exchange reactions. Part I: Cyanobenzenes". . p. 543 - 563. Retrieved 2008/02/08.
• 2、 -. "Process for the preparation of 1,2,3-tricyanobenzene, phthalocyanines which are obtainable from 1,2,3-tricyanobenzene, and their use as pigments". . . Retrieved 2008/06/13.