2,4,6-Trimethylbenzonitrile

Base Information

• Chemical Name: 2,4,6-Trimethylbenzonitrile
• CAS No.: 2571-52-0
• Molecular Formula: C10H11N
• Molecular Weight: 145.204
• Hs Code.: 2926909090
• European Community (EC) Number: 640-357-5
• UNII: OI2I8ZYD7F
• DSSTox Substance ID: DTXSID50180402
• Nikkaji Number: J526.385I
• Wikidata: Q72513939
• Mol file: 2571-52-0.mol

Synonyms:2,4,6-Trimethylbenzonitrile;2571-52-0;Mesitonitrile;Benzonitrile, 2,4,6-trimethyl-;Mesitylnitrile;.beta.-Isodurylonitrile;2,4,6-trimethyl-benzonitrile;OI2I8ZYD7F;MFCD00016378;Cyanmesitylen;Cyanomesitylene;2-Cyano-1,3,5-trimethylbenzene;ss--Isodurylonitrile;UNII-OI2I8ZYD7F;SCHEMBL1344362;DTXSID50180402;1-Cyano-2,4,6-trimethylbenzene;SNIZBGQMWRHNDY-UHFFFAOYSA-N;AC7717;AKOS005350915;AM61419;CS-W016362;PS-8961;SY018223;FT-0628233;A18537;EN300-113987;Z57900334;InChI=1/C10H11N/c1-7-4-8(2)10(6-11)9(3)5-7/h4-5H,1-3H

Chemical Property of 2,4,6-Trimethylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.0123mmHg at 25°C
• Melting Point: 52-53°C
• Refractive Index: 1.521
• Boiling Point: 260.3 °C at 760 mmHg
• Flash Point: 111.3 °C
• PSA: 23.79000
• Density: 0.97 g/cm³
• LogP: 2.48348
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Chloroform (Slightly), Methanol (Slightly)
• Water Solubility.: Slightly soluble in water.
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 145.089149355
• Heavy Atom Count: 11
• Complexity: 165

Purity/Quality:

99% ^*data from raw suppliers

2,4,6-Trimethylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)C)C#N)C
• Uses: 2,4,6-Trimethylbenzonitrile is used in preparation of nitrile by catalytic oxidation of amines.

Technology Process of 2,4,6-Trimethylbenzonitrile

There total 103 articles about 2,4,6-Trimethylbenzonitrile 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: 99.0%

2,4,6-trimethylphenyl bromide (576-83-0) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → cyanomesitylene (2571-52-0)

Guidance literature:

2,4,6-trimethylphenyl bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -70 - 0 ℃;

N,N-dimethyl-formamide; In tetrahydrofuran; hexane; at 0 ℃; for 1h;

With ammonia; iodine; In tetrahydrofuran; hexane; water; at 0 - 20 ℃;

DOI:10.1055/s-0029-1219935

Reference yield: 99.0%

2,4,6-trimethylbenzyl alcohol (4170-90-5) → cyanomesitylene (2571-52-0)

Guidance literature:

2,4,6-trimethylbenzyl alcohol; With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; 1,3-Diiodo-5,5-dimethyl-2,4-imidazolidinedione; In dichloromethane; at 20 ℃; for 0.5h; Inert atmosphere;

With ammonia; iodine; In dichloromethane; water; at 20 ℃; for 2h; Inert atmosphere;

DOI:10.1055/s-0033-1338489

Reference yield: 94.0%

mesytaldehyde (487-68-3) → cyanomesitylene (2571-52-0)

Guidance literature:

With ammonium iodide; In dimethyl sulfoxide; at 20 ℃; for 5h; Electrolysis;

DOI:10.1007/s11426-015-5331-z

upstream raw materials:

2,4,6-trimethylbenzamide

(Z)-2,4,6-trimethybenzaldehyde oxime

mesitylglyoxylic acid

2,2,2-trichloro-1-mesityl-ethanone-imine

Downstream raw materials:

1-(2,4,6-trimethylphenyl)ethanimine hydrochloride

1-(2,4,6-trimethylphenyl)1phenylmethanimine

N,N-dibutyl-2,4,6-trimethyl-benzamidine

2,4,6-trimethylbenzamide

Refernces

• 1、 Bera, Jitendra K.,Din Reshi, Noor U,Pal, Nilay Kumar,Pal, Saikat,Pal, Sourav,Yadav, Suman. "Switchable activity of a Ru catalyst bearing an annulated mesoionic carbene ligand for oxidation of primary amines". . . Retrieved 2022/01/31.
• 2、 Liu, Si-Zhan,Li, Jing,Xue, Cao-Gen,Xu, Xue-Tao,Lei, Lin-Sheng,Huo, Chen-Yu,Wang, Zhen,Wang, Shao-Hua. "Copper-promoted cyanation of aryl iodides with N,N-dimethyl aminomalononitrile". supporting information. . Retrieved 2021/02/01.