2,6-Dichlorobenzonitrile

Base Information

• Chemical Name: 2,6-Dichlorobenzonitrile
• CAS No.: 1194-65-6
• Molecular Formula: C7H3Cl2N
• Molecular Weight: 172.014
• Hs Code.: 2926.90
• European Community (EC) Number: 214-787-5
• ICSC Number: 0867
• NSC Number: 521490
• UN Number: 3082,2769
• UNII: N42NR4196R
• DSSTox Substance ID: DTXSID5032365
• Nikkaji Number: J3.365K
• Wikipedia: 2,6-Dichlorobenzonitrile
• Wikidata: Q416231
• Metabolomics Workbench ID: 49971
• ChEMBL ID: CHEMBL3039332
• Mol file: 1194-65-6.mol

Synonyms:2,6-dichlorobenzonitrile;dichlobanil;dichlobenil

Chemical Property of 2,6-Dichlorobenzonitrile

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 0.00406mmHg at 25°C
• Melting Point: 143-146 °C(lit.)
• Refractive Index: 1.583
• Boiling Point: 279.2 °C at 760 mmHg
• Flash Point: 126.8 °C
• PSA: 23.79000
• Density: 1.4 g/cm³
• LogP: 2.86508
• Storage Temp.: 0-6°C
• Water Solubility.: 25 mg/L (25 ºC)
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 170.9642545
• Heavy Atom Count: 10
• Complexity: 150
• Transport DOT Label: Class 9

Purity/Quality:

≥99% ^*data from raw suppliers

2,6-Dichlorobenzonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N,T,Xi
• Hazard Codes: Xn,N,T,Xi
• Statements: 21-51/53
• Safety Statements: 36/37-61

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Pesticides -> Herbicides, Nitrile
• Canonical SMILES: C1=CC(=C(C(=C1)Cl)C#N)Cl
• Inhalation Risk: A harmful concentration of airborne particles can be reached quickly when dispersed.
• Effects of Long Term Exposure: The substance may have effects on the skin. This may result in chloracne.
• Uses: Herbicide. Soil-applied herbicide used to control many annual and perennial broad-leaved weeds. 2,6-dichlorobenzonitrile in which Q-amino-G- chlorobenzonitrile is used as starting material. And it is used for the synthesis of diclofenac sodium oxacillin and guanabenz acetate.

Technology Process of 2,6-Dichlorobenzonitrile

There total 42 articles about 2,6-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: 98.0%

1-methyl-pyrrolidin-2-one (872-50-4,26138-58-9) + 2-chloro-6-nitrobenzonitrile (6575-07-1) + 1,1-dichloroethane (75-34-3) → 2,6-dichloro-benzonitrile (1194-65-6)

Guidance literature:

With lithium carbonate; aluminium trichloride;

Reference yield: 97.7%

1,3-Dichloro-2-chloromethyl-benzene (2014-83-7) → 2,6-dichloro-benzonitrile (1194-65-6)

Guidance literature:

With ammonium hydroxide; iodine; cetyltrimethylammonium chloride; at 70 ℃; for 9h; Temperature; Reagent/catalyst; Autoclave; Sealed tube; Inert atmosphere;

Reference yield: 95.0%

2,6-dichlorobenzamide (2008-58-4) → 2,6-dichloro-benzonitrile (1194-65-6)

Guidance literature:

With trichloromethyl chloroformate; In various solvent(s); 0-5 deg C then heated to 60 deg C, 5 min;

DOI:10.1016/S0040-4039(00)84487-1

upstream raw materials:

2,6-dichlorobenzamide

2,6-dichlorobenzaldoxime

acetic anhydride

2,6-dichlorobenzaldehyde

Downstream raw materials:

1-Amino-2-cyano-1-(2,6-dichlorphenyl)-1-buten

2-Chloro-6-[cyano-(4-fluoro-phenyl)-methyl]-benzonitrile

(2,6-dichlorophenyl)(phenyl)methanone

2,6-Dichlorbenzophenonimin

Refernces

• 1、 Ouchaou, Kahina,Georgin, Dominique,Taran, Frédéric. "Straightforward conversion of arene carboxylic acids into aryl nitriles by palladium-catalyzed decarboxylative cyanation reaction". . p. 2083 - 2086. Retrieved 2010.
• 2、 Li, Xiongjian,Huang, Chi. "Hydrothermal synthesis of V-doped hexagonal WO3 microspheres comprising of nanoblocks for catalytic ammoxidation of dichlorotoluene". . . Retrieved 2021.
• 3、 Hartmer, Marius F.,Waldvogel, Siegfried R.. "Electroorganic synthesis of nitriles via a halogen-free domino oxidation-reduction sequence". . p. 16346 - 16348. Retrieved 2015.
• 4、 Sisenwine et al.. "-". . p. 501,503,504. Retrieved 1976.
• 5、 -. "Method for dehydrating primary amide into nitriles under catalysis of cobalt". Paragraph 0102-0104. . Retrieved 2021/06/21.