Methyl 2-(2-chlorophenyl)-2-oxoacetate

Base Information

• Chemical Name: Methyl 2-(2-chlorophenyl)-2-oxoacetate
• CAS No.: 34966-49-9
• Molecular Formula: C10H9ClO3
• Molecular Weight: 198.606
• DSSTox Substance ID: DTXSID001292329
• Nikkaji Number: J2.056.764C
• Mol file: 34966-49-9.mol

Synonyms:methyl 2-chlorobenozylformate;methyl o-chlorobenzoylformate

Chemical Property of Methyl 2-(2-chlorophenyl)-2-oxoacetate

Chemical Property:

• PSA: 43.37000
• LogP: 1.69570
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 198.0083718
• Heavy Atom Count: 13
• Complexity: 215

Purity/Quality:

97% ^*data from raw suppliers

Ethyl2-(2-chlorophenyl)-2-oxoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Methyl 2-(2-chlorophenyl)-2-oxoacetate

There total 22 articles about Methyl 2-(2-chlorophenyl)-2-oxoacetate 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: 90.0%

rac-methyl 2-chloromandelate (156276-21-0) → methyl 2-chlorobenzoylformate (34966-49-9)

Guidance literature:

With [hydroxy(tosyloxy)iodo]benzene; for 0.0833333h; microwave irradiation;

DOI:10.1016/j.tetlet.2004.04.132

Reference yield: 85.0%

methyl 2-(2-chlorophenyl)-2-diazoacetate (264882-00-0) → methyl 2-chlorobenzoylformate (34966-49-9)

Guidance literature:

With water; diethylazodicarboxylate; dirhodium tetraacetate; In toluene; for 4h; Heating;

DOI:10.1055/s-2006-950412

Reference yield: 78.0%

Dimethyl oxalate (553-90-2) + 2-bromo-1-chlorobenzene (694-80-4) → methyl 2-chlorobenzoylformate (34966-49-9)

Guidance literature:

2-bromo-1-chlorobenzene; With iodine; magnesium; In tetrahydrofuran; at 25 - 35 ℃; for 1h; Inert atmosphere;

Dimethyl oxalate; In tetrahydrofuran; at -70 ℃; for 1h; Inert atmosphere;

DOI:10.1039/c4cc07643e

upstream raw materials:

methyl (2-chlorophenyl)acetate

rac-methyl 2-chloromandelate

methyl 2-(2-chlorophenyl)-2-diazoacetate

Dimethyl oxalate

Downstream raw materials:

2-(2-Chloro-phenyl)-3-methyl-but-2-enoic acid methyl ester

methyl (R)-2-chloromandelate

ethyl 2-(2-chlorophenyl)-2-oxoacetate

o-chlorobenzoylformic acid