3,4-Dimethylbenzonitrile

Base Information

• Chemical Name: 3,4-Dimethylbenzonitrile
• CAS No.: 22884-95-3
• Molecular Formula: C9H9N
• Molecular Weight: 131.177
• Hs Code.: 29269090
• European Community (EC) Number: 245-293-8
• UNII: 9478C1670I
• DSSTox Substance ID: DTXSID80177426
• Nikkaji Number: J318.347E
• Wikidata: Q27271657
• Metabolomics Workbench ID: 130877
• ChEMBL ID: CHEMBL3248214
• Mol file: 22884-95-3.mol

Synonyms:3,4-Dimethylbenzonitrile;22884-95-3;Benzonitrile, 3,4-dimethyl-;3,4-dimethyl-benzonitrile;3,4-dimethyl benzonitrile;BRN 0970523;EINECS 245-293-8;1,2-Dimethyl-4-cyanobenzene;UNII-9478C1670I;MFCD00016380;9478C1670I;0-09-00-00536 (Beilstein Handbook Reference);3.4-Dimethylbenzonitril;3,4,-dimethyl-benzonitrile;SCHEMBL1436903;CHEMBL3248214;3,4-Dimethylbenzoic acid nitrile;DTXSID80177426;AKOS007930466;CS-W019474;AC-19497;LS-38694;TS-01710;FT-0614373;A18481;W-107453;Q27271657;F9995-1329;METHYL5-FORMYL-2,4-DIMETHYL-1H-PYRROLE-3-CARBOXYLATE

Chemical Property of 3,4-Dimethylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.0182mmHg at 25°C
• Melting Point: 67 °C
• Refractive Index: 1.525
• Boiling Point: 253.472 °C at 760 mmHg
• Flash Point: 107.137 °C
• PSA: 23.79000
• Density: 0.992 g/cm³
• LogP: 2.17508
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.9
• 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:

99% ^*data from raw suppliers

3,4-Dimethylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22-36/37/38-22
• Safety Statements: 26-36/37/39-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 3,4-Dimethylbenzonitrile

There total 38 articles about 3,4-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: 97.0%

zinc(II) cyanide (557-21-1) + 4-chloro-1,2-dimethylbenzene (615-60-1) → 3,4-dimethylbenzonitrile (22884-95-3)

Guidance literature:

zinc(II) cyanide; With aluminum oxide; Ni(xantphos)(o-tolyl)Cl; for 1h; Schlenk technique; Inert atmosphere; Sealed tube;

4-chloro-1,2-dimethylbenzene; In 1-methyl-pyrrolidin-2-one; at 20 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1039/c7ob00892a

Reference yield: 89.0%

3,4-dimethylbenzamide (5580-33-6) → 3,4-dimethylbenzonitrile (22884-95-3)

Guidance literature:

3,4-dimethylbenzamide; With N-methylbenzamide; phenylsilane; C₂₈H₁₈ClMnN₂O₂; potassium tert-butylate; In tetrahydrofuran; at 50 ℃; Inert atmosphere; Glovebox; Sealed tube;

With sodium hydroxide; In tetrahydrofuran; for 2h; Inert atmosphere; Glovebox; Sealed tube;

Glovebox; Inert atmosphere;

DOI:10.1039/c9cc05856g

Reference yield: 83.0%

3,4-dimethyliodobenzene (31599-61-8) + potassium ferrocyanide → 3,4-dimethylbenzonitrile (22884-95-3)

Guidance literature:

With copper(l) iodide; per-6-amino-β-cyclodextrin; sodium carbonate; potassium iodide; In N,N-dimethyl-formamide; at 130 ℃; for 36h; Microwave irradiation;

DOI:10.1039/c2nj40556c

upstream raw materials:

bromocyane

o-xylene

phosphoric acid tris-(3,4-dimethyl-phenyl ester)

potassium cyanide

Downstream raw materials:

2,3-dimethyl-6-nitrobenzonitrile

3,4-dimethyl-5-nitrobenzonitrile

3,4-dimethyl-2-nitrobenzonitrile

4-cyano-α,α,α',α'-tetrabromo-o-xylene

Refernces

• 1、 Delcaillau, Tristan,Boehm, Philip,Morandi, Bill. "Nickel-Catalyzed Reversible Functional Group Metathesis between Aryl Nitriles and Aryl Thioethers". supporting information. p. 3723 - 3728. Retrieved 2021/04/07.
• 2、 Gan, Lan,Jia, Xiangqing,Fang, Huaquan,Liu, Guixia,Huang, Zheng. "Dehydrogenation of Primary Alkyl Azides to Nitriles Catalyzed by Pincer Iridium/Ruthenium Complexes". . p. 3661 - 3665. Retrieved 2020/06/02.