Methyl 3-(2-chlorophenyl)-3-oxopropanoate

Base Information

• Chemical Name: Methyl 3-(2-chlorophenyl)-3-oxopropanoate
• CAS No.: 205985-98-4
• Molecular Formula: C10H9ClO3
• Molecular Weight: 212.633
• Hs Code.: 2918300090
• European Community (EC) Number: 806-770-1
• DSSTox Substance ID: DTXSID40352873
• Nikkaji Number: J2.128.793H
• Wikidata: Q82130274
• Mol file: 205985-98-4.mol

Synonyms:205985-98-4;methyl 3-(2-chlorophenyl)-3-oxopropanoate;METHYL 2-CHLOROBENZOYLACETATE;Methyl (2-chlorobenzoyl)acetate;Methyl 3-(2-Chlorophenyl)-3-oxopropionate;MFCD00216528;METHYL2-CHLOROBENZOYLACETATE,97;METHYL 3-OXO-3-(2-CHLOROPHENYL)PROPANOATE;SCHEMBL853580;DTXSID40352873;DMVAIJCMWPNOKV-UHFFFAOYSA-N;BENZENEPROPANOIC ACID, 2-CHLORO-BETA-OXO-, METHYL ESTER;AB7495;AKOS015850009;PS-3783;methyl 2-chlorobenzoylacetate, AldrichCPR;SY033035;CS-0150725;FT-0676498;Methyl 3-(2-chlorophenyl)-3-oxo-propanoate;EN300-1127004;3-(2-chlorophenyl)-3-oxo-propionic acid, methyl ester

Chemical Property of Methyl 3-(2-chlorophenyl)-3-oxopropanoate

Chemical Property:

• Vapor Pressure: 0.0108mmHg at 25°C
• Melting Point: 25°C
• Refractive Index: 1.528
• Boiling Point: 262.6 °C at 760 mmHg
• PKA: 9.83±0.46(Predicted)
• Flash Point: 104.4 °C
• PSA: 43.37000
• Density: 1.255 g/cm³
• LogP: 2.08580
• Storage Temp.: 2-8°C
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 212.0240218
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

99%min ^*data from raw suppliers

Methyl3-(2-Chlorophenyl)-3-oxopropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)CC(=O)C1=CC=CC=C1Cl

Technology Process of Methyl 3-(2-chlorophenyl)-3-oxopropanoate

There total 4 articles about Methyl 3-(2-chlorophenyl)-3-oxopropanoate 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: 94.5%

1-(2-chlorophenyl)ethanone (2142-68-9) + carbonic acid dimethyl ester (616-38-6) → methyl 2-chlorobenzoylacetate (205985-98-4)

Guidance literature:

With sodium hydride; In toluene; for 16h; Reflux;

Reference yield: 41.0%

methyl chlorobenzoate (610-96-8) + acetic acid methyl ester (79-20-9) → methyl 2-chlorobenzoylacetate (205985-98-4)

Guidance literature:

methyl chlorobenzoate; acetic acid methyl ester; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Inert atmosphere; Cooling with ice;

In tetrahydrofuran; mineral oil; at 70 ℃; for 24h;

DOI:10.1016/j.tet.2016.04.067

Reference yield:

monomethyl monopotassium malonate (38330-80-2) + o-chlorobenzoyl chloride (609-65-4) → methyl 2-chlorobenzoylacetate (205985-98-4)

Guidance literature:

monomethyl monopotassium malonate; With triethylamine; magnesium chloride; In acetonitrile; at 10 - 50 ℃; Inert atmosphere;

o-chlorobenzoyl chloride; In acetonitrile; at 0 - 70 ℃; Inert atmosphere;

With hydrogenchloride; In water; acetonitrile; pH=5 - 6;

DOI:10.1039/c3cc41690a

upstream raw materials:

methyl chlorobenzoate

acetic acid methyl ester

1-(2-chlorophenyl)ethanone

carbonic acid dimethyl ester

Downstream raw materials:

2-(2-chlorobenzoyl)-3-ethoxyacrylic acid,ethyl ester

methyl 1-methyl-4-oxo-2-phenyl-1,4-dihydroquinoline-3-carboxylate

1-(2-chlorophenyl)ethanone

2-chloro-β-oxobenzenepropionic acid

Refernces

• 1、 -. "Picolinamide compound containing triazole or quinolinone structure and application of picolinamide compound". Paragraph 0226; 0243-0244. . Retrieved 2020/01/12.
• 2、 -. "Amide compound and application thereof as TGR5 agonist". Paragraph 0214-0216. . Retrieved 2017/04/20.