Methyl 3-(2-bromophenyl)-3-oxopropanoate

Base Information

• Chemical Name: Methyl 3-(2-bromophenyl)-3-oxopropanoate
• CAS No.: 294881-08-6
• Molecular Formula: C10H9BrO3
• Molecular Weight: 257.084
• DSSTox Substance ID: DTXSID80373744
• Nikkaji Number: J2.905.276J
• Wikidata: Q82162069
• Mol file: 294881-08-6.mol

Synonyms:294881-08-6;methyl 3-(2-bromophenyl)-3-oxopropanoate;Methyl (2-bromobenzoyl)acetate;3-(2-Bromophenyl)-3-oxo-propionic acid methyl ester;3-(2-BROMOPHENYL)-3-OXO-PROPIONIC ACID METHYLESTER;MFCD03424775;3-(2-bromo-phenyl)-3-oxo-propionic acid methyl ester;3-(2-bromophenyl)-3-oxopropanoic acid methyl ester;2-Bromo-b-oxo-benzenepropanoic acid methyl ester;Methyl(2-bromobenzoyl)acetate;DTXSID80373744;AKOS017550495;DS-13728;SY122680;A919090;2-bromo-beta-oxo-benzenepropanoic acid methyl ester

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

Chemical Property:

• Boiling Point: 308.9±22.0 °C(Predicted)
• PKA: 9.83±0.46(Predicted)
• Density: 1.480±0.06 g/cm3(Predicted)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 255.97351
• Heavy Atom Count: 14
• Complexity: 227

Purity/Quality:

97% ^*data from raw suppliers

Methyl(2-bromobenzoyl)acetate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(=O)C1=CC=CC=C1Br

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

There total 7 articles about Methyl 3-(2-bromophenyl)-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: 82.0%

monomethyl monopotassium malonate (38330-80-2) + 2-bromobenzoic-acid (88-65-3) → 3-(2-bromophenyl)-3-oxopropionic acid methyl ester (294881-08-6)

Guidance literature:

2-bromobenzoic-acid; With 1,1'-carbonyldiimidazole; In acetonitrile; for 8h;

monomethyl monopotassium malonate; With triethylamine; magnesium chloride; In acetonitrile; at 50 ℃; for 24h;

DOI:10.1016/j.tetlet.2021.153250

Reference yield: 81.0%

acetic acid methyl ester (79-20-9) + 2-bromobenzoic acid methyl ester (610-94-6) → 3-(2-bromophenyl)-3-oxopropionic acid methyl ester (294881-08-6)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 26h; Reflux;

DOI:10.1002/chem.200701676

Reference yield: 76.0%

methyl 3-(2-bromophenyl)-3-hydroxypropanoate (1323309-33-6) → 3-(2-bromophenyl)-3-oxopropionic acid methyl ester (294881-08-6)

Guidance literature:

With pyridinium chlorochromate; In dichloromethane; at 25 ℃; for 13h;

DOI:10.1002/ejoc.201100113

upstream raw materials:

acetic acid methyl ester

2-bromobenzoic acid methyl ester

methyl 3-(2-bromophenyl)-3-hydroxypropanoate

ortho-bromobenzaldehyde

Downstream raw materials:

1-benzyl 3-methyl 4-hydroxy-2-methylnaphthalene-1,3-dicarboxylate

methyl 4-cyano-1-hydroxy-3-phenyl-2-naphthoate

1-ethyl 3-methyl 4-hydroxy-2-phenylnaphthalene-1,3-dicarboxylate

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