2,5-Dimethylbenzonitrile

Base Information

• Chemical Name: 2,5-Dimethylbenzonitrile
• CAS No.: 13730-09-1
• Molecular Formula: C9H9N
• Molecular Weight: 131.177
• Hs Code.: 2926909090
• European Community (EC) Number: 237-297-3
• UNII: 7TH0CCO586
• DSSTox Substance ID: DTXSID80160131
• Nikkaji Number: J150.123B
• Wikidata: Q27268825
• Mol file: 13730-09-1.mol

Synonyms:2,5-Dimethylbenzonitrile;13730-09-1;Benzonitrile, 2,5-dimethyl-;2,5-Dimethylbenzonitril [German];2,5-Dimethylbenzonitril;EINECS 237-297-3;UNII-7TH0CCO586;7TH0CCO586;2,5-Dimethyl-Benzonitrile;MFCD00001793;SCHEMBL101714;DTXSID80160131;AKOS010816596;AS-75557;LS-38697;CS-0153348;FT-0636946;A18179;D97306;J-006995;Q27268825

Chemical Property of 2,5-Dimethylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.0831mmHg at 25°C
• Melting Point: 13 °C
• Refractive Index: 1.525
• Boiling Point: 226.1 °C at 760 mmHg
• Flash Point: 95.7 °C
• PSA: 23.79000
• Density: 0.99 g/cm³
• LogP: 2.17508
• Storage Temp.: Inert atmosphere,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: 153

Purity/Quality:

98%min ^*data from raw suppliers

2,5-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(=C(C=C1)C)C#N

Technology Process of 2,5-Dimethylbenzonitrile

There total 29 articles about 2,5-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: 99.0%

2,5-dimethylbenzyl alcohol (53957-33-8) → 2,5-dimethylbenzonitrile (13730-09-1)

Guidance literature:

2,5-dimethylbenzyl alcohol; With 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; tert-butylhypochlorite; 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: 90.0%

silver cyanide (330660-35-0) + para-xylene (106-42-3) → 2,5-dimethylbenzonitrile (13730-09-1)

Guidance literature:

With 1,1,1,3',3',3'-hexafluoro-propanol; silver(I) acetate; palladium diacetate; 3-nitro-5-trifluoromethylpyridin-2-ol; at 100 ℃; for 24h; Sealed tube;

DOI:10.1002/chem.201805772

Reference yield: 89.0%

4-bromo-m-xylene (553-94-6) + copper(I) cyanide (544-92-3) → 2,5-dimethylbenzonitrile (13730-09-1)

Guidance literature:

With sodium iodide; In N,N-dimethyl-formamide; Heating;

DOI:10.1039/b201122k

upstream raw materials:

2,5-Dimethylaniline

2,2,2-trichloro-1-(2,5-dimethyl-phenyl)-ethanone-imine

(2,5-dimethylphenyl)carboaldoxime

acetic anhydride

Downstream raw materials:

2,5-dimethyl-α-phenylbenzenemethanimine

N'-hydroxy-2,5-dimethylbenzamidine

C₁₇H₂₃NO

2,5-dimethylbenzaldehyde

Refernces

• 1、 De la Hoz,Díaz-Ortiz,Fraile,Gómez,Mayoral,Moreno,Saiz,Vázquez. "Synergy between heterogeneous catalysis and microwave irradiation in an efficient one-pot synthesis of benzene derivatives via ring-opening of Diels-Alder cycloadducts of substituted furans". . p. 753 - 756. Retrieved 2001.
• 2、 Gurjar, Jitendra,Bater, Jorick,Fokin, Valery V.. "Sulfuryl Fluoride Mediated Conversion of Aldehydes to Nitriles". supporting information. p. 1906 - 1909. Retrieved 2019/01/24.
• 3、 Uchida, Ko,Togo, Hideo. "Transformation of aromatic bromides into aromatic nitriles with n-BuLi, pivalonitrile, and iodine under metal cyanide-free conditions". . . Retrieved 2019/09/04.