3,4-Dichlorobenzoylacetonitrile

Base Information

• Chemical Name: 3,4-Dichlorobenzoylacetonitrile
• CAS No.: 4640-68-0
• Molecular Formula: C9H5Cl2NO
• Molecular Weight: 214.051
• Hs Code.: 2926909090
• European Community (EC) Number: 670-771-1
• DSSTox Substance ID: DTXSID70374149
• Nikkaji Number: J1.494.700K
• Wikidata: Q72465575
• Mol file: 4640-68-0.mol

Synonyms:3,4-Dichlorobenzoylacetonitrile;4640-68-0;3-(3,4-dichlorophenyl)-3-oxopropanenitrile;MFCD00067919;SCHEMBL133027;AMY2982;DTXSID70374149;BBL040689;STK350866;AKOS000173231;10H-401S;SY058522;3-(3,4-dichlorophenyl)-3-oxopropionitrile;A7228;CS-0207249;FT-0604190;3-(3,4-dichloro-phenyl)-3-oxo-propionitrile;EN300-136308;J-510564

Chemical Property of 3,4-Dichlorobenzoylacetonitrile

Chemical Property:

• Vapor Pressure: 1.48E-06mmHg at 25°C
• Melting Point: 114 °C
• Refractive Index: 1.567
• Boiling Point: 398.4°C at 760 mmHg
• PKA: 6.71±0.12(Predicted)
• Flash Point: 194.7°C
• PSA: 40.86000
• Density: 1.383g/cm³
• LogP: 3.08978
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 212.9748192
• Heavy Atom Count: 13
• Complexity: 245

Purity/Quality:

99% ^*data from raw suppliers

3-(3,4-Dichlorophenyl)-3-oxopropanenitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC(=C(C=C1C(=O)CC#N)Cl)Cl

Technology Process of 3,4-Dichlorobenzoylacetonitrile

There total 11 articles about 3,4-Dichlorobenzoylacetonitrile 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: 76.0%

cyanoacetic acid (372-09-8) + 3,4-dichlorobenzoyl chloride (3024-72-4) → 3,4-dichlorobenzoyl acetonitrile (4640-68-0)

Guidance literature:

cyanoacetic acid; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃; Inert atmosphere;

3,4-dichlorobenzoyl chloride; In tetrahydrofuran; hexane; at -78 ℃;

Reference yield: 75.0%

3-chloro-3-(3,4-dichlorophenyl)-2-propenenitrile (909301-59-3) → 3,4-dichlorobenzoyl acetonitrile (4640-68-0)

Guidance literature:

With sodium hydroxide; In water; dimethyl sulfoxide; at 25 ℃;

DOI:10.1080/00397911.2021.1910846

Reference yield: 63.0%

2-trimethylsilylacetonitrile (18293-53-3) + carbon monoxide (201230-82-2) + 3,4-dichloroiodobenzene (20555-91-3) → 3,4-dichlorobenzoyl acetonitrile (4640-68-0)

Guidance literature:

With zinc(II) fluoride; (2-methylallyl)palladium-chloride dimer; copper(ll) bromide; In N,N-dimethyl-formamide; at 80 ℃; for 12h; under 7600.51 Torr;

DOI:10.1021/ol300035u

upstream raw materials:

methyl 3,4-dichlorobenzoate

acetonitrile

3,4-dichlorbenzoic acid

cyanoacetic acid

Downstream raw materials:

2-amino-3-(3,4-dichloro-benzoyl)-4,7-dihydro-5H-thieno[2,3-c]pyridine-6-carboxylic acid tert-butyl ester

5-(3,4-dichloro-phenyl)-1H-pyrazol-3-ylamine

(2-amino-6-[10-(4-nitrophenoxy)decyl]-4,5,6,7-tetrahydrothieno[2,3-c]pyridin-3-yl)-(3,4-dichlorophenyl)-methanone

(2-amino-5-methyl-4-(3-(trifluoromethyl)phenyl)thiophen-3-yl)(3,4-dichlorophenyl)methanone

Refernces

• 1、 Lee, Sunwoo,Kim, Han-Sung,Min, Hongkeun,Pyo, Ayoung. "One-pot synthesis of benzoylacetonitriles through sequential Pd-catalyzed carbonylation and decarboxylation". . p. 239 - 242. Retrieved 2015/12/31.
• 2、 Bera, Hriday,Ojha, Probir Kumar,Tan, Bee Jen,Sun, Lingyi,Dolzhenko, Anton V.,Chui, Wai-Keung,Chiu, Gigi Ngar Chee. "Discovery of mixed type thymidine phosphorylase inhibitors endowed with antiangiogenic properties: Synthesis, pharmacological evaluation and molecular docking study of 2-thioxo-pyrazolo[1,5-a][1,3,5]triazin-4-ones. Part II". . p. 294 - 303. Retrieved 2014/04/17.