Benzene-1,3,5-tricarbonitrile

Base Information

• Chemical Name: Benzene-1,3,5-tricarbonitrile
• CAS No.: 10365-94-3
• Molecular Formula: C9H3 N3
• Molecular Weight: 153.143
• Hs Code.: 2926909090
• European Community (EC) Number: 233-806-8
• UNII: RP759CBJ5C
• DSSTox Substance ID: DTXSID70145972
• Nikkaji Number: J41.340B
• Wikidata: Q83010693
• ChEMBL ID: CHEMBL3248184
• Mol file: 10365-94-3.mol

Synonyms:1,3,5-BENZENETRICARBONITRILE;10365-94-3;Benzene-1,3,5-tricarbonitrile;1,3,5-Tricyanobenzene;Trimesonitrile;EINECS 233-806-8;88830-25-5;BRN 1942808;RP759CBJ5C;C9H3N3;TMN;MFCD00019746;4-09-00-03749 (Beilstein Handbook Reference);sym-Tricyanobenzene;starbld0009030;UNII-RP759CBJ5C;SCHEMBL60145;YSZC147;CHEMBL3248184;SGLGUTWNGVJXPP-UHFFFAOYSA-;DTXSID70145972;C9-H3-N3;CK2130;AKOS004903302;LS-32211;NS-01181;B4294;CS-0110806;FT-0695439;FT-0731101

Chemical Property of Benzene-1,3,5-tricarbonitrile

Chemical Property:

• Vapor Pressure: 0.0156mmHg at 25°C
• Melting Point: 261-263 °C
• Boiling Point: 256.2°Cat760mmHg
• Flash Point: 113.5°C
• PSA: 71.37000
• Density: 1.27g/cm³
• LogP: 1.30164
• Storage Temp.: Sealed in dry,Room Temperature
• 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: 240

Purity/Quality:

98%,99%, ^*data from raw suppliers

1,3,5-Tricyanobenzene ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Benzene-1,3,5-tricarbonitrile

There total 22 articles about Benzene-1,3,5-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: 92.0%

1,3,5-trisbromobenzene (626-39-1) + potassium hexacyanoferrate(II) trihydrate → 1,3,5-tricyanobenzene (10365-94-3,88830-25-5)

Guidance literature:

With Palladium Nanoparticles with two shape-persistent covalent cages CC₁'; In N,N-dimethyl-formamide; at 140 ℃; for 15h; Reagent/catalyst; Inert atmosphere;

DOI:10.1021/jacs.5b13307

Reference yield: 82.0%

potassiumhexacyanoferrate(II) trihydrate + 1,3,5-trisbromobenzene (626-39-1) → 1,3,5-tricyanobenzene (10365-94-3,88830-25-5)

Guidance literature:

With sodium carbonate; In N,N-dimethyl-formamide; at 120 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1002/ejic.201800291

Reference yield: 78.0%

benzene-1,3,5-tricarboxamide (60541-32-4) → 1,3,5-tricyanobenzene (10365-94-3,88830-25-5)

Guidance literature:

DOI:10.1021/ja003914u

upstream raw materials:

1,3,5-trichlorobenzene

hydrogen cyanide

(phenylsulfonyl)phosphorimidic trichloride

1,3,5-benzene tris(carbonyl chloride)

Downstream raw materials:

1,2-bis(3,5-dimethylphenyl)ethane

Trimesamidoxim

1,3,5-tris(trinitromethyl)benzene

Refernces

• 1、 Xu, Zhen,Malik, Abaid Ullah,Shu, Mouhai,Cui, Yong. "Instant Photochromism Caused by Radical Formation in Photocatalytic Decarboxylation of Dihydrothiazole Derivative?". . p. 2774 - 2780. Retrieved 2021.
• 2、 Skala et al.. "-". . p. 350,353. Retrieved 1970.
• 3、 -. "Organic molecular material based on benzene ring unit and having long-afterglow effect and preparation method thereof". Paragraph 0058-0062. . Retrieved 2020/04/17.
• 4、 -. "Corresponding amine nitrile and method of manufacturing thereof". Paragraph 0132; 0133; 0134; 0136; 0138. . Retrieved 2018/05/24.