2,6-Dichlorobenzyl cyanide

Base Information

• Chemical Name: 2,6-Dichlorobenzyl cyanide
• CAS No.: 3215-64-3
• Molecular Formula: C8H5 Cl2 N
• Molecular Weight: 186.04
• Hs Code.: 29269095
• European Community (EC) Number: 221-730-8
• NSC Number: 72901
• UNII: YDY3AJ66GX
• DSSTox Substance ID: DTXSID00185922
• Nikkaji Number: J126.366H
• Wikidata: Q72467273
• Mol file: 3215-64-3.mol

Synonyms:2,6-Dichlorophenylacetonitrile;3215-64-3;2,6-Dichlorobenzyl cyanide;2-(2,6-dichlorophenyl)acetonitrile;(2,6-Dichlorophenyl)acetonitrile;2,6-Dichlorobenzeneacetonitrile;Benzeneacetonitrile, 2,6-dichloro-;C8H5Cl2N;Acetonitrile, (2,6-dichlorophenyl)-;2,6-dichlorophenyl acetonitrile;2.6-Dichlorophenylacetonitrile;EINECS 221-730-8;NSC-72901;NSC72901;MFCD00001901;YDY3AJ66GX;NCIOpen2_000517;SCHEMBL779716;Benzeneacetonitrile,6-dichloro-;2, 6dichlorophenyl acetonitrile;Acetonitrile,6-dichlorophenyl)-;AOEJUUCUKRUCEF-UHFFFAOYSA-;2,6-dichloro-phenyl-acetonitrile;DTXSID00185922;HMS1783K05;(2,6-dichloro-phenyl)-acetonitrile;BBL011912;NSC 72901;STK802614;2,6-Dichlorophenylacetic acid nitrile;2,6-Dichlorophenylacetonitrile, 97%;AKOS001051962;AC-4190;CS-W007959;AS-11557;A5788;AM20050095;D1793;FT-0610604;EN300-17289;W-106854;Z56911945

Chemical Property of 2,6-Dichlorobenzyl cyanide

Chemical Property:

• Appearance/Colour: White to light yellow crystalline powder
• Vapor Pressure: 0.00256mmHg at 25°C
• Melting Point: 74-77 ºC
• Refractive Index: 1.5690 (estimate)
• Boiling Point: 286.9 °C at 760 mmHg
• Flash Point: 124 °C
• PSA: 23.79000
• Density: 1.333 g/cm³
• LogP: 3.05948
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: soluble in Methanol
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 184.9799046
• Heavy Atom Count: 11
• Complexity: 162

Purity/Quality:

99.9% ^*data from raw suppliers

2,6-Dichlorophenylacetonitrile ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-37/39-36/37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

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

Technology Process of 2,6-Dichlorobenzyl cyanide

There total 7 articles about 2,6-Dichlorobenzyl cyanide 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: 95.0%

potassium cyanide (151-50-8) + 1,3-Dichloro-2-chloromethyl-benzene (2014-83-7) → 2,6-dichlorophenylacetonitrile (3215-64-3)

Guidance literature:

With 18-crown-6 ether; In ethanol; water; for 1 - 3h; Heating / reflux;

Reference yield: 72.0%

1,3-dichloro-2-(2,2-difluorovinyl)benzene → 2,6-dichlorophenylacetonitrile (3215-64-3)

Guidance literature:

With ammonium hydroxide; In acetonitrile; at 60 ℃; for 24h; Sealed tube; Green chemistry;

DOI:10.1021/acs.orglett.1c04336

Reference yield:

sodium cyanide (143-33-9,25596-52-5) + 1,3-Dichloro-2-chloromethyl-benzene (2014-83-7) → 2,6-dichlorophenylacetonitrile (3215-64-3)

Guidance literature:

upstream raw materials:

sodium cyanide

1,3-Dichloro-2-chloromethyl-benzene

potassium cyanide

5-amino-4,6-dichloropyridimine

Downstream raw materials:

2-(2,6-dichlorophenyl)acetic acid

1-(2,6-dichlorophenyl)cyclobutane-1-carbonitrile

2-(2,6-Dichloro-phenyl)-3-(4-methoxy-phenyl)-5-naphthalen-2-yl-5-oxo-pentanenitrile

2,7-diamino-6-(2,6-dichlorophenyl)-pyrido[2,3-d]-pyrimidine

Refernces

• 1、 Liu, Jing,Fitzgerald, Anne E.,Lebsack, Alec D.,Mani, Neelakandha S.. "Scale-up synthesis of a TRPV1 antagonist featuring a facile thiazolo[5,4-d]pyrimidine formation". scheme or table. p. 382 - 388. Retrieved 2012/02/01.
• 2、 Taylor, David C.,Wightman, Frank,Kazakoff, Clem W.. "METABOLISM OF CHLOROPHENYLALANINES IN CROP AND WEED PLANTS IN RELATION TO THE FORMATION OF POTENTIAL HERBICIDAL END PRODUCTS". . p. 51 - 72. Retrieved 2007/10/02.