2,3-Dichlorobenzonitrile

Base Information

• Chemical Name: 2,3-Dichlorobenzonitrile
• CAS No.: 6574-97-6
• Molecular Formula: C7H3Cl2N
• Molecular Weight: 172.014
• Hs Code.: 29269090
• DSSTox Substance ID: DTXSID101335881
• Nikkaji Number: J331.592D
• Wikidata: Q82962267
• Mol file: 6574-97-6.mol

Synonyms:2,3-Dichlorobenzonitrile;6574-97-6;Benzonitrile, dichloro-;MFCD00016372;Benzonitrile, 2,3-dichloro-;AI3-33363;61593-48-4;dichlorobenzonitrile;2,3-dichloro benzonitrile;2,3-Dichlorophenyl cyanide;SCHEMBL101977;OHDYZVVLNPXKDX-UHFFFAOYSA-;DTXSID101335881;AKOS000281469;CS-W017634;PS-4317;AC-16241;SY017093;AM20060062;FT-0609557;EN300-247289;AA-516/25012254

Chemical Property of 2,3-Dichlorobenzonitrile

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.0186mmHg at 25°C
• Melting Point: 60-64 °C(lit.)
• Refractive Index: 1.583
• Boiling Point: 253.1 °C at 760 mmHg
• Flash Point: 108 °C
• PSA: 23.79000
• Density: 1.4 g/cm³
• LogP: 2.86508
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: It is miscible with water.
• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 170.9642545
• Heavy Atom Count: 10
• Complexity: 160

Purity/Quality:

98% ^*data from raw suppliers

2,3-Dichlorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T, Xn, Xi
• Hazard Codes: Xn,T,Xi
• Statements: 20/21/22-36/37/38
• Safety Statements: 22-26-36/37/39-45-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC(=C(C(=C1)Cl)Cl)C#N
• Uses: 2,3-Dichlorobenzonitrile, is used as a reactant involved in nucleophilic aromatic fluorination, reactions with magnesium amides for synthesis of carboxamides, Suzuki-Miyaura coupling reactions. It is an important raw material and intermediate used in organic synthesis, pharmaceuticals, agrochemicals and dye stuff.

Technology Process of 2,3-Dichlorobenzonitrile

There total 13 articles about 2,3-Dichlorobenzonitrile 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: 96.0%

2,3-dichlorobenzamide (5980-24-5) → 2,3-dichlorobenzonitrile (6574-97-6)

Guidance literature:

In trichlorophosphate;

Reference yield: 95.0%

2,3-dichlorobenzaldehyde oxime (4414-54-4) → 2,3-dichlorobenzonitrile (6574-97-6)

Guidance literature:

With trifluoromethylsulfonic anhydride; triethylamine; triphenylphosphine; In dichloromethane; at 0 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2010.01.119

Reference yield: 52.0%

N?cyanosuccinimide (135205-66-2) + 2,3-dichlorobenzeneboronic acid (151169-74-3) → 2,3-dichlorobenzonitrile (6574-97-6)

Guidance literature:

With potassium phosphate; bis[2′-(amino-κN)[1,1′-biphenyl]-2-yl-κC]bis[μ-(methanesulfonato-κO:κO)]dipalladium; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; In 1,4-dioxane; at 120 ℃; for 12h;

DOI:10.1002/hlca.202100200

upstream raw materials:

potassium cyanide

2,3-dichloroaniline

2,3-dichlorobenzamide

2,3-dichlorbenzoic acid

Downstream raw materials:

2',3'-dichloroacetophenone

3-Chloro-2-[cyano-(4-fluoro-phenyl)-methyl]-benzonitrile

2-(2,3-dichlorophenyl)-2-oxazoline

3-Amino-7-chloro-1-cyano-1-(4-fluoro-phenyl)-1H-indene-2-carboxylic acid methyl ester

Refernces

• 1、 De Jesus Silva, Jordan,Bartalucci, Niccolò,Jelier, Benson,Grosslight, Samantha,Gensch, Tobias,Schünemann, Claas,Müller, Bernd,Kamer, Paul C. J.,Copéret, Christophe,Sigman, Matthew S.,Togni, Antonio. "Development and Molecular Understanding of a Pd-Catalyzed Cyanation of Aryl Boronic Acids Enabled by High-Throughput Experimentation and Data Analysis". . . Retrieved 2021/11/10.
• 2、 Yan, Zhao-Hua,Tian, Huan,Zhao, Dong-Dong,Jin, Hong-Ai,Tian, Wei-Sheng. "Perfluoroalkanosulfonyl fluoride: A useful reagent for dehydration of aldoximes to nitriles". . p. 96 - 98. Retrieved 2016/01/25.