3,5-Dimethylbenzonitrile

Base Information

• Chemical Name: 3,5-Dimethylbenzonitrile
• CAS No.: 22445-42-7
• Molecular Formula: C9H9 N
• Molecular Weight: 131.177
• Hs Code.: 2926909090
• European Community (EC) Number: 245-001-9
• DSSTox Substance ID: DTXSID50176986
• Nikkaji Number: J275.782F
• Wikidata: Q72469417
• Mol file: 22445-42-7.mol

Synonyms:3,5-Dimethylbenzonitrile;22445-42-7;3,5-Dimethyl benzonitrile;Benzonitrile, 3,5-dimethyl-;MFCD00060670;EINECS 245-001-9;3.5-Dimethylbenzonitrile;3,5-Dimethyl-benzonitrile;3.5-Dimethyl-benzonitrile;3,5-Dimethylbenzonitrile #;1,3-Dimethyl-5-cyanobenzene;SCHEMBL501406;DTXSID50176986;CS-Z0030;AKOS005145654;DS-1086;AC-26718;SY016824;A4816;AM20060238;FT-0638234;EN300-72707;Z838974050

Chemical Property of 3,5-Dimethylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.0327mmHg at 25°C
• Melting Point: 42-43°C
• Boiling Point: 243.1 °C at 760 mmHg
• Flash Point: 100.8 °C
• PSA: 23.79000
• Density: 0.99 g/cm³
• LogP: 2.17508
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 131.073499291
• Heavy Atom Count: 10
• Complexity: 143

Purity/Quality:

3,5-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

Useful:

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

Technology Process of 3,5-Dimethylbenzonitrile

There total 44 articles about 3,5-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: 98.0%

5-bromo-1,3-xylene (556-96-7) + sodium cyanide (143-33-9,25596-52-5) → 3,5-dimethylbenzonitrile (22445-42-7)

Guidance literature:

With N,N`-dimethylethylenediamine; In toluene; at 90 ℃; for 24h;

DOI:10.1021/ja0299708

Reference yield: 98.0%

tert-butylisonitrile (119072-55-8,7188-38-7) + 3,5-dimethylphenyl iodide (22445-41-6) → 3,5-dimethylbenzonitrile (22445-42-7)

Guidance literature:

With copper (II) trifluoroacetate hydrate; palladium diacetate; In dimethyl sulfoxide; at 130 ℃; for 6h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.tet.2015.04.059

Reference yield: 95.0%

3,5-dimethylbenzamide (5692-35-3) → 3,5-dimethylbenzonitrile (22445-42-7)

Guidance literature:

With thionyl chloride; N,N-dimethyl-formamide; In benzene; for 2h; Heating / reflux;

upstream raw materials:

3,5-dimethylbenzamide

3,5-dimethylaminoaniline

3,5-dimethylbenzoic acid

potassium cyanide

Downstream raw materials:

(3,5-dimethylphenyl)(2-(pyridin-2’-yl)phenyl)methanone

3,5-dimethyl-thiobenzamide

3,5-dimethylbenzyl amine

Refernces

• 1、 Zhao, Lulu,Dong, Yanan,Xia, Qiangqiang,Bai, Jianfei,Li, Yuehui. "Zn-catalyzed cyanation of aryl iodides". . p. 6471 - 6477. Retrieved 2020/06/08.
• 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.