3-(2,6-Dichlorophenyl)-3-oxopropanenitrile

Base Information

• Chemical Name: 3-(2,6-Dichlorophenyl)-3-oxopropanenitrile
• CAS No.: 71463-50-8
• Molecular Formula: C9H5Cl2NO
• Molecular Weight: 214.051
• Hs Code.: 2926909090
• European Community (EC) Number: 275-488-3
• DSSTox Substance ID: DTXSID20991880
• Nikkaji Number: J295.029D
• Wikidata: Q82981820
• ChEMBL ID: CHEMBL4967878
• Mol file: 71463-50-8.mol

Synonyms:3-(2,6-dichlorophenyl)-3-oxopropanenitrile;71463-50-8;EINECS 275-488-3;3-(2,6-DICHLORO-PHENYL)-3-OXO-PROPIONITRILE;3-(2,6-Dichlorophenyl)-3-oxopropiononitrile;Benzenepropanenitrile,2,6-dichloro-b-oxo-;SCHEMBL2071218;CHEMBL4967878;DTXSID20991880;KCHWJFVEFMTLFE-UHFFFAOYSA-N;MFCD00033180;AKOS000167661;2,6-Dichloro-beta-oxobenzenepropanenitrile;3-(2,6-dichlorophenyl)-3-oxo-propionitrile;A9353;CS-0249057;FT-0604191;3-(2,6-dichlorophenyl)-3-oxo-propanenitrile;EN300-42320;Z317041984

Chemical Property of 3-(2,6-Dichlorophenyl)-3-oxopropanenitrile

Chemical Property:

• Vapor Pressure: 0.000704mmHg at 25°C
• Melting Point: 62-64 °C(Solv: ethyl ether (60-29-7))
• Refractive Index: 1.567
• Boiling Point: 307.9 °C at 760 mmHg
• PKA: 5.04±0.10(Predicted)
• Flash Point: 140 °C
• PSA: 40.86000
• Density: 1.383g/cm³
• LogP: 3.08978
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 212.9748192
• Heavy Atom Count: 13
• Complexity: 235

Purity/Quality:

98.5% ^*data from raw suppliers

2,6-DICHLOROBENZOYLACETONITRILE 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 3-(2,6-Dichlorophenyl)-3-oxopropanenitrile

There total 6 articles about 3-(2,6-Dichlorophenyl)-3-oxopropanenitrile 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: 81.7%

2,6-Dichlorbenzoacetodinitril (78389-09-0) → 3-(2',6'-dichlorophenyl)-3-oxopropionitrile (71463-50-8)

Guidance literature:

With hydrogenchloride; for 2h; Heating;

Reference yield: 67.0%

2,6-dichlorobenzoic acid methyl ester (14920-87-7) + acetonitrile (75-05-8,26809-02-9) → 3-(2',6'-dichlorophenyl)-3-oxopropionitrile (71463-50-8)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 2h; Inert atmosphere;

DOI:10.1002/chir.22082

Reference yield: 51.3%

potassium cyanide (151-50-8) + 2-bromo-1-(2,6-dichloro-phenyl)ethanone (81547-72-0) → 3-(2',6'-dichlorophenyl)-3-oxopropionitrile (71463-50-8)

Guidance literature:

In ethanol; water; at 50 ℃; for 15h;

upstream raw materials:

potassium cyanide

2-bromo-1-(2,6-dichloro-phenyl)ethanone

2,6-Dichlorbenzoacetodinitril

2,6-dichloro-benzonitrile

Downstream raw materials:

2-Amino-3-(2,6-dichlorbenzoyl)-thiophen

2-(2,6-Dichlorbenzoyl)-4-mercapto-crotonsaeurenitril

5-(2,6-dichloro-phenyl)-2H-pyrazol-3-ylamine

(E)-2-(2,6-dichlorobenzoyl)-3-(1-propylbutylamino)acrylonitrile

Refernces

• 1、 -. "5-SULFANYLMETHYL-PYRAZOLO [1,5-A] PYRIMIDIN-7-OL DERIVATIVES AS CXCR2 ANTAGONISTS". Page/Page column 29 - 30. . Retrieved 2008/12/05.
• 2、 Binder, Dieter,Stanetty, Peter. "Versuche zur Synthese von 5-(2,6-Dichlorphenyl)-1H-thienodiazepin-2(3H)-on". . p. 1073 - 1086. Retrieved 2007/10/02.