Ethyl (2-chlorobenzoyl)acetate

Base Information

• Chemical Name: Ethyl (2-chlorobenzoyl)acetate
• CAS No.: 19112-35-7
• Molecular Formula: C11H11 Cl O3
• Molecular Weight: 226.66
• Hs Code.: 2918300090
• European Community (EC) Number: 606-229-8
• NSC Number: 158136
• DSSTox Substance ID: DTXSID30303394
• Nikkaji Number: J1.239.601E
• Wikidata: Q82048651
• Mol file: 19112-35-7.mol

Synonyms:Ethyl (2-chlorobenzoyl)acetate;19112-35-7;ethyl 3-(2-chlorophenyl)-3-oxopropanoate;3-(2-chloro-phenyl)-3-oxo-propionic acid ethyl ester;MFCD03424811;ethyl 3-(2-Chloro-phenyl)-3-oxopropanoate;NSC158136;NSC 158136;ehtyl o-chlorobenzoylacetate;ethyl o-chlorobenzoylacetate;Ethyl(2-chlorobenzoyl)acetate;SCHEMBL952091;Benzenepropanoic acid, 2-chloro-beta-oxo-, ethyl ester;DTXSID30303394;AB2834;LT0129;AKOS000351285;CS-W022636;NSC-158136;Ethyl (2-chlorobenzoyl)acetate, >=95%;AC-17257;DS-13277;SY031952;Ethyl 3-(2-Chlorophenyl)-3-oxopropionate;BB 0218103;FT-0703815;3-(2-chloro-phenyl)-3-oxo-propionicacidethylester;A857187;Benzenepropanoic acid,2-chloro-b-oxo-,ethyl ester;beta-Oxo-2-chlorobenzenepropionic acid ethyl ester;3-(2-chlorophenyl)-3-oxopropionic acid ethyl ester;J-012349;Benzenepropanoic acid, 2-chloro-|A-oxo-, ethyl ester;Benzenepropanoic acid, 2-chloro-.beta.-oxo-, ethyl ester

Chemical Property of Ethyl (2-chlorobenzoyl)acetate

Chemical Property:

• Vapor Pressure: 0.00387mmHg at 25°C
• Refractive Index: n20/D 1.540(lit.)
• Boiling Point: 280.1 °C at 760 mmHg
• PKA: 9.85±0.46(Predicted)
• Flash Point: 108.7 °C
• PSA: 43.37000
• Density: 1.206 g/mL at 25 °C(lit.)
• LogP: 2.47590
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 226.0396719
• Heavy Atom Count: 15
• Complexity: 240

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl3-(2-Chlorophenyl)-3-oxopropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)C1=CC=CC=C1Cl
• Uses: Reactant for:Cerium ammonium nitrate-mediated oxidative couplingHydrosilylation reactionsPreparation of diaryl-substituted pyrazoles as potent CCR2 receptor antagonistsPreparation of potential herbicidal agentsRuthenium-catalyzed asymmetric hydrogenation

Technology Process of Ethyl (2-chlorobenzoyl)acetate

There total 16 articles about Ethyl (2-chlorobenzoyl)acetate 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: 93.0%

ethyl 3-hydroxy-2-diazo-3-(2-chlorophenyl)propanoate → ethyl (2-chlorobenzoyl)acetate (19112-35-7)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In neat (no solvent); at 20 ℃; for 5h;

DOI:10.1039/c3ra41920g

Reference yield: 91.0%

ethyl potassium malonate (6148-64-7) + o-chlorobenzoyl chloride (609-65-4) → ethyl (2-chlorobenzoyl)acetate (19112-35-7)

Guidance literature:

With triethylamine; magnesium chloride; In acetonitrile; at 20 ℃;

Reference yield: 75.0%

magnesium bis(3-ethoxy-3-oxopropanoate) (37517-78-5) + ortho-chlorobenzoic acid (118-91-2) → ethyl (2-chlorobenzoyl)acetate (19112-35-7)

Guidance literature:

ortho-chlorobenzoic acid; With 1H-imidazole;

magnesium bis(3-ethoxy-3-oxopropanoate); In tetrahydrofuran; at 20 ℃; for 10h;

DOI:10.1016/j.bmcl.2006.05.045

upstream raw materials:

hydrogen ethyl malonate

o-chlorobenzoyl chloride

2-Chlor-benzoyl-malonsaeure-diethylester

ethyl 2-(2-chlorobenzoyl)-3-oxobutanoate

Downstream raw materials:

5-(2-chloro-phenyl)-3-pyridin-4-yl-isoxazole-4-carboxylic acid ethyl ester

6-(2-chlorophenyl)-7-hydroxy-5,8-diazabenzophenanthrene

ethyl 2-chloro-3-(2-chlorophenyl)-3-oxopropionate

ethyl 2-bromo-3-(2-chlorophenyl)-3-oxopropanoate

Refernces

• 1、 Chen, Jiajia,Joseph, Devaneyan,Xia, Yuanzhi,Lee, Sunwoo. "Amide/Ester Cross-Coupling via C-N/C-H Bond Cleavage: Synthesis of β-Ketoesters". . p. 5943 - 5953. Retrieved 2021/04/02.
• 2、 Bai, Feifei,Fang, Jianguo,Song, Zi-Long,Zhang, Baoxin. "Synthesis of Dithiolethiones and Identification of Potential Neuroprotective Agents via Activation of Nrf2-Driven Antioxidant Enzymes". . p. 2214 - 2231. Retrieved 2020/03/06.