Ethyl 3-oxo-3-(m-tolyl)propanoate

Base Information

• Chemical Name: Ethyl 3-oxo-3-(m-tolyl)propanoate
• CAS No.: 33166-79-9
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Hs Code.: 2918300090
• European Community (EC) Number: 673-421-6
• DSSTox Substance ID: DTXSID30375091
• Wikidata: Q82163630
• Mol file: 33166-79-9.mol

Synonyms:33166-79-9;Ethyl 3-oxo-3-(m-tolyl)propanoate;Ethyl (3-methylbenzoyl)acetate;ethyl 3-(3-methylphenyl)-3-oxopropanoate;3-Oxo-3-(3-tolyl)propionic acid ethyl ester;3-Oxo-3-m-tolyl-propionic acid ethyl ester;MFCD03424816;3-OXO-3-M-TOLylpropanoic acid ethyl ESTER;Ethyl m-toluoylacetate;ethyl 3-oxo-3-m-tolylpropanoate;3-OXO-3-M-TOLYL-PROPIONICACIDETHYLESTER;ethyl 3-methyl-benzoyl-acetate;SCHEMBL1167294;DTXSID30375091;LLFKVNDSLHMEQC-UHFFFAOYSA-N;STL185687;AKOS000266401;3-Oxo-3-m-tolylpropionate ethyl ester;CS-W005940;s11906;AC-26789;AS-11471;SY058425;3-oxo-3-m-tolylpropionic acid-ethyl ester;BB 0253296;FT-0639082;3-(3-methylphenyl)-3-oxopropionic acid ethyl ester;J-019052;Benzenepropanoic acid, 3-methyl-.beta.-oxo-, ethyl ester;3-Oxo-3-(m-tolyl)propionic acid ethyl ester, Ethyl 2-(3-methylbenzoyl)acetate

Chemical Property of Ethyl 3-oxo-3-(m-tolyl)propanoate

Chemical Property:

• Vapor Pressure: 0.00177mmHg at 25°C
• Refractive Index: n20/D 1.5290(lit.)
• Boiling Point: 293.1 °C at 760 mmHg
• Flash Point: 125.4 °C
• PSA: 43.37000
• Density: 1.084 g/cm³
• LogP: 2.13090
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 206.094294304
• Heavy Atom Count: 15
• Complexity: 235

Purity/Quality:

97% ^*data from raw suppliers

Ethyl3-Oxo-3-(m-tolyl)propanoate ^*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(=C1)C
• Uses: Reactant for:? ;Stereoselective ketonization-olefination of indoles by Co/Mn-mediated oxidative cross-coupling of indoles via dioxygen activation1? ;Enantioselective Michael reaction2? ;SEGPhos-ruthenium-catalyzed asymmetric hydrogenation3 Reactant for:Stereoselective ketonization-olefination of indoles by Co/Mn-mediated oxidative cross-coupling of indoles via dioxygen activationEnantioselective Michael reactionSEGPhos-ruthenium-catalyzed asymmetric hydrogenation

Technology Process of Ethyl 3-oxo-3-(m-tolyl)propanoate

There total 11 articles about Ethyl 3-oxo-3-(m-tolyl)propanoate 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: 96.0%

Diethyl carbonate (105-58-8,76619-83-5) + 3-Methylacetophenone (585-74-0) → ethyl m-toluoylacetate (33166-79-9)

Guidance literature:

With sodium hydride; In benzene; Heating;

DOI:10.1021/jm0510676

Reference yield: 85.0%

3-methyl-N-phenyl-N-tosylbenzamide + ethyl acetate (141-78-6) → ethyl m-toluoylacetate (33166-79-9)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; at 25 ℃; for 2h; chemoselective reaction; Inert atmosphere; Green chemistry;

DOI:10.1021/acs.joc.0c02868

Reference yield: 84.0%

m-tolylboronic acid (17933-03-8) + ethyl 2-cyanoacetate (105-56-6) → ethyl m-toluoylacetate (33166-79-9)

Guidance literature:

With [2,2]bipyridinyl; palladium diacetate; acetic acid; In water; at 80 ℃;

DOI:10.1016/j.tetlet.2021.153296

upstream raw materials:

ethyl acetoacetate

3-Methylbenzoyl chloride

Diethyl carbonate

3-Methylacetophenone

Downstream raw materials:

C₁₉H₁₆Cl₄O₃

ethyl 3-oxo-2-((2,2,6,6-tetramethylpiperidin-1-yl)oxy)-3-(m-tolyl)propanoate

(Z)-ethyl 3-oxo-2-(3-oxoindolin-2-ylidene)-3-m-tolylpropanoate