2,3-Dimethylbenzonitrile

Base Information

• Chemical Name: 2,3-Dimethylbenzonitrile
• CAS No.: 5724-56-1
• Molecular Formula: C9H9N
• Molecular Weight: 131.177
• Hs Code.: 2926909090
• European Community (EC) Number: 227-229-0
• UNII: 6S215F38OK
• DSSTox Substance ID: DTXSID80205854
• Nikkaji Number: J225.118C
• Wikidata: Q27265414
• Mol file: 5724-56-1.mol

Synonyms:2,3-Dimethylbenzonitrile;5724-56-1;3-Cyano-o-xylene;Benzonitrile, 2,3-dimethyl-;BRN 1932620;2,3-Dimethylbenzonitril [German];2,3-Dimethylbenzonitril;EINECS 227-229-0;Medetomidine Impurity 11;UNII-6S215F38OK;6S215F38OK;MFCD00019744;SCHEMBL102574;ZEDPQIJYJCPIRM-UHFFFAOYSA-;DTXSID80205854;CK2131;AKOS009158528;CS-W011100;DS-1854;LS-38695;SY022603;D4293;FT-0609711;EN300-120944;A831353;Q27265414;2,5-di(cyclopentylidene)cyclopentanone

Chemical Property of 2,3-Dimethylbenzonitrile

Chemical Property:

• Vapor Pressure: 0.0353mmHg at 25°C
• Melting Point: 23-25 °C
• Refractive Index: 1.5320
• Boiling Point: 241.7 °C at 760 mmHg
• Flash Point: 100 °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: 153

Purity/Quality:

99% ^*data from raw suppliers

2,3-Dimethylbenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 20/21/22
• Safety Statements: 23-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2,3-Dimethylbenzonitrile

There total 23 articles about 2,3-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: 86.0%

2,3-dimethylbenzamide (5580-34-7) → 2,3-dimethylbenzonitrile (5724-56-1)

Guidance literature:

With lead acetate; In dichloromethane; for 12h; Reflux;

DOI:10.1016/j.mcat.2020.111313

Reference yield: 81.0%

nitroacetic acid ethyl ester (626-35-7) + 1-iodo-2,3-dimethylbenzene (31599-60-7) → 2,3-dimethylbenzonitrile (5724-56-1)

Guidance literature:

With potassium phenolate; palladium diacetate; potassium carbonate; dimethyl cis-but-2-ene-1,4-dioate; triphenylphosphine; In N,N-dimethyl-formamide; at 120 ℃; for 24h; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.orglett.6b03103

Reference yield: 74.0%

4-bromo-o-xylene (583-71-1) + N,N-dimethyl-formamide (68-12-2,33513-42-7) → 2,3-dimethylbenzonitrile (5724-56-1) + 3,4-dimethylbenzonitrile (22884-95-3)

Guidance literature:

4-bromo-o-xylene; 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

upstream raw materials:

4-Fluorophenol

2-cyano-3,4-dimethyl-4-nitrocyclohexa-2,5-dienyl acetate

o-xylene

2,6-dicyanatoanthraquinone

Downstream raw materials:

(2,3-dimethyl-phenyl)-[1]naphthyl ketone

1-(2,3-dimethyl-phenyl)-ethanone

2,3-dimethyl-6-nitrobenzonitrile

2,3-dimethyl-5-nitrobenzonitrile

Refernces

• 1、 Ruan, Shixiang,Ruan, Jiancheng,Chen, Xinzhi,Zhou, Shaodong. "Facile dehydration of primary amides to nitriles catalyzed by lead salts: The anionic ligand matters". . . Retrieved 2020/12/09.
• 2、 -. "Method for continuous preparation of nitriles in a pipelined reactor (by machine translation)". Paragraph 0036-0047; 0056-0057. . Retrieved 2020/12/14.