2,4-Dimethylbenzonitrile

Base Information

• Chemical Name: 2,4-Dimethylbenzonitrile
• CAS No.: 21789-36-6
• Molecular Formula: C9H9N
• Molecular Weight: 131.177
• Hs Code.: 2926909090
• European Community (EC) Number: 244-580-5
• UNII: Y98DL78H3C
• DSSTox Substance ID: DTXSID40176197
• Nikkaji Number: J225.436K
• Wikidata: Q27294401
• Mol file: 21789-36-6.mol

Synonyms:2,4-Dimethylbenzonitrile;21789-36-6;Benzonitrile, 2,4-dimethyl-;2,4-dimethyl-benzonitrile;Y98DL78H3C;4-Cyano-m-xylene;Benzonitrile,2,4-dimethyl-;2,4-Dimethylbenzonitril;2,4-Dimethyl benzonitrile;UNII-Y98DL78H3C;SCHEMBL277588;NIOSH/DI4357700;DTXSID40176197;2,4-Dimethylbenzonitril [German];STR08989;EINECS 244-580-5;MFCD00016377;AKOS008969312;LS-38696;CS-0153339;D4495;DI43577000;FT-0610172;A18460;EN300-202123;Q27294401

Chemical Property of 2,4-Dimethylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.0388mmHg at 25°C
• Melting Point: 23-25°C
• Refractive Index: 1.525
• Boiling Point: 240 °C at 760 mmHg
• Flash Point: 98.9 °C
• PSA: 23.79000
• Density: 0.99g/cm³
• LogP: 2.17508
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 131.073499291
• Heavy Atom Count: 10
• Complexity: 153

Purity/Quality:

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

2,4-dimethylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC(=C(C=C1)C#N)C

Technology Process of 2,4-Dimethylbenzonitrile

There total 49 articles about 2,4-Dimethylbenzonitrile 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: 93.0%

2,4-dimethylphenyl trifluoromethanesulfonate (87241-52-9) + acetonitrile (75-05-8,26809-02-9) → 2,4-dimethylbenzonitrile (21789-36-6)

Guidance literature:

With 1,10-Phenanthroline; hexakis(acetonitrile)nickel(II) tetrafluoroborate; 2,3,5,6-tetramethyl-1,4-bis(trimethylsilyl)-1,4-diaza-2,5-cyclo-hexadiene; at 100 ℃; for 24h;

DOI:10.1039/c8sc04437f

Reference yield: 85.0%

4-(2,4-Dimethylphenyl)-1,3,2-oxathiazolylium-5-olat (79068-54-5) + dimethyl acetylenedicarboxylate (762-42-5) → 2,4-dimethylbenzonitrile (21789-36-6)

Guidance literature:

In dichloromethane; for 16h; Irradiation;

Reference yield: 82.0%

m-xylene (108-38-3,104809-90-7) + (3,5-bis(trifluoromethyl)phenyl)(cyano)-l3-iodanyl trifluoromethanesulfonate → 2,4-dimethylbenzonitrile (21789-36-6)

Guidance literature:

With iron(II) acetate; In 1,2-dichloro-ethane; at 70 ℃; for 24h; regioselective reaction; Inert atmosphere; Sealed tube;

DOI:10.1002/anie.201309791

upstream raw materials:

phosphoric acid tris-(2,4-dimethyl-phenyl ester)

potassium cyanide

2,4-Dimethylbenzaldehyd-azin

2,4-dimethylphenylisothiocyanate

Downstream raw materials:

2,4-dimethyl-benzophenone-imine

2,4-dimethyl-3-nitrobenzonitrile

2,4-dimethyl-5-nitrobenzonitrile

2,4-dimethyl benzamide

Refernces

• 1、 Liu, Luo-Yan,Yeung, Kap-Sun,Yu, Jin-Quan. "Ligand-Promoted Non-Directed C?H Cyanation of Arenes". supporting information. p. 2199 - 2202. Retrieved 2019/01/24.
• 2、 Chen, Hao,Mondal, Arup,Wedi, Philipp,Van Gemmeren, Manuel. "Dual Ligand-Enabled Nondirected C-H Cyanation of Arenes". . p. 1979 - 1984. Retrieved 2019/02/19.