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

Base Information

• Chemical Name: Ethyl 3-oxo-3-(o-tolyl)propanoate
• CAS No.: 51725-82-7
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Hs Code.: 2918300090
• DSSTox Substance ID: DTXSID70375090
• Nikkaji Number: J62.869G
• Wikidata: Q82163629
• Mol file: 51725-82-7.mol

Synonyms:51725-82-7;Ethyl 3-oxo-3-(o-tolyl)propanoate;ethyl 3-(2-methylphenyl)-3-oxopropanoate;Ethyl (2-methylbenzoyl)acetate;ethyl 3-oxo-3-o-tolylpropanoate;3-Oxo-3-o-tolyl-propionic acid ethyl ester;3-Oxo-3-(2-tolyl)propionic acid ethyl ester;Ethyl 2-(2-methylbenzoyl)acetate;ethyl 2-methylbenzoylacetate;3-OXO-3-O-TOLylpropanoic acid ethyl ESTER;Ethyl o-toluoylacetate;SCHEMBL406193;DTXSID70375090;UNULPFKXRJPSCO-UHFFFAOYSA-N;AMY19292;BCA72582;Ethyl 3-Oxo-3-(o-tolyl)propionate;MFCD03424817;STL134824;2-Methylbenzoylacetic acid ethyl ester;AKOS005744946;Ethyl (2-methylbenzoyl)acetate, 97%;s10683;(2-Methylbenzoyl)acetic Acid Ethyl Ester;3-Oxo-3-(2-tolyl)propionicacidethylester;AC-17241;AC-26788;DS-16410;CS-0042530;E1125;FT-0640020;3-Oxo-3-(o-tolyl)propionic Acid Ethyl Ester;A828742;J-520469

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

Chemical Property:

• Vapor Pressure: 0.00248mmHg at 25°C
• Refractive Index: n20/D 1.5255(lit.)
• Boiling Point: 287.4 °C at 760 mmHg
• PKA: 10.00±0.46(Predicted)
• Flash Point: 122.4 °C
• PSA: 43.37000
• Density: 1.084 g/cm³
• LogP: 2.13090
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 2.4
• 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:

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

ethyl3-(2-methylphenyl)-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=C1C
• Uses: Reactant for:? ;Preparation of highly substituted furans by tandem condensation-cyclization reactions using bismuth triflate catalyst1? ;Co/Mn-mediated oxidative cross-coupling2? ;Enantioselective ruthenium-catalyzed hydrogenation3? ;Preparation of cambinol analogs for sirtuin inhibition with antitumor action4 Reactant for:Preparation of highly substituted furans by tandem condensation-cyclization reactions using bismuth triflate catalystCo/Mn-mediated oxidative cross-couplingEnantioselective ruthenium-catalyzed hydrogenationPreparation of cambinol analogs for sirtuin inhibition with antitumor action

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

There total 19 articles about Ethyl 3-oxo-3-(o-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: 100.0%

→ ethyl (2-methylbenzoyl)acetate (51725-82-7)

Guidance literature:

Reference yield: 97.0%

3-(tert-butyl-dimethyl-silanyloxy)-2-diazo-3-o-tolyl-propionic acid ethyl ester → ethyl (2-methylbenzoyl)acetate (51725-82-7)

Guidance literature:

3-(tert-butyl-dimethyl-silanyloxy)-2-diazo-3-o-tolyl-propionic acid ethyl ester; dirhodium tetraacetate; In dichloromethane; at 20 ℃;

With silica gel;

DOI:10.1016/j.tetlet.2006.12.062

Reference yield: 88.0%

rthyl 2-diazo-3-hydroxy-3-(o-tolyl)propanoate (211318-51-3) → ethyl (2-methylbenzoyl)acetate (51725-82-7)

Guidance literature:

With copper(II) sulfate; at 20 ℃; for 39h;

DOI:10.1016/j.tetlet.2006.10.059

upstream raw materials:

ethyl acetoacetate

ortho-toluoyl chloride

2-(2-methyl-benzoyl)-3-oxo-butyric acid ethyl ester

2-Methyl-benzoic acid methyl ester

Downstream raw materials:

5-(o-tolyl)-3H-1,2-dithiole-3-thione

2-Amino-6-o-tolyl-3H-pyrimidin-4-one

5-Chloro-3-o-tolyl-isoxazole

1-{2-mesyloxy-3-(2-methylphenyl)-3-oxopropanoyl}-pyrrolidine

Refernces

• 1、 He, Jiayin,Huang, An,Ling, Fei,Wang, Shiliang,Wang, Yifan,Wang, Ze,Zhao, Xianghua,Zhong, Weihui. "Iridium-Catalyzed Enantioselective and Diastereoselective Hydrogenation of Racemic β’-Keto-β-Amino Esters via Dynamic Kinetic Resolution". supporting information. p. 4714 - 4719. Retrieved 2021/09/02.
• 2、 Tu, Jia-Lin,Liu, Jia-Li,Tang, Wan,Su, Ma,Liu, Feng. "Radical Aza-Cyclization of α-Imino-oxy Acids for Synthesis of Alkene-Containing N-Heterocycles via Dual Cobaloxime and Photoredox Catalysis". supporting information. p. 1222 - 1226. Retrieved 2020/02/15.