Ethyl 3-(4-methylphenyl)-3-oxopropanoate

Base Information

• Chemical Name: Ethyl 3-(4-methylphenyl)-3-oxopropanoate
• CAS No.: 27835-00-3
• Molecular Formula: C12H14O3
• Molecular Weight: 206.241
• Hs Code.: 2918300090
• European Community (EC) Number: 673-422-1
• NSC Number: 158544
• DSSTox Substance ID: DTXSID20303484
• Nikkaji Number: J518.788E
• Wikidata: Q72475814
• Mol file: 27835-00-3.mol

Synonyms:27835-00-3;Ethyl 3-oxo-3-(p-tolyl)propanoate;ethyl 3-(4-methylphenyl)-3-oxopropanoate;Ethyl (4-methylbenzoyl)acetate;3-Oxo-3-(4-tolyl)propionic acid ethyl ester;3-oxo-3-p-tolyl-propionic acid ethyl ester;MFCD03424815;3-OXO-3-P-TOLylpropanoic acid ethyl ESTER;ethyl 3-oxo-3-p-tolylpropanoate;NSC158544;SCHEMBL572;ethyl 4-methylbenzoylacetate;ethyl(4-methyl)benzoylacetate;Ethyl (4-methyl)benzoylacetate;ethyl 3-p-tolyl-3-oxopropionate;DTXSID20303484;GEQMJBPKCOZHMV-UHFFFAOYSA-N;AMY24884;STL185665;AKOS000266225;NSC-158544;s10631;AC-17243;BP-12647;DS-16244;SY079867;3-Oxo-3-p-tolylpropionic acid ethyl ester;CS-0042836;FT-0638726;EN300-1126821;Ethyl 3-(4-methylphenyl)-3-oxopropanoate, 95%;Benzenepropanoic acid,4-methyl-b-oxo-,ethyl ester;J-016892;F8889-3373;Ethyl 3-(4-methylphenyl)-3-oxopropanoate, Ethyl 3-oxo-3-(4-tolyl)propionate

Chemical Property of Ethyl 3-(4-methylphenyl)-3-oxopropanoate

Chemical Property:

• Vapor Pressure: 0.00179mmHg at 25°C
• Melting Point: 93 °C(Solv: chloroform (67-66-3); ligroine (8032-32-4))
• Refractive Index: n20/D 1.5315(lit.)
• Boiling Point: 292.8 °C at 760 mmHg
• PKA: 10.12±0.25(Predicted)
• Flash Point: 125.3 °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: 227

Purity/Quality:

99% ^*data from raw suppliers

Ethyl3-(4-methylphenyl)-3-oxopropanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CC(=O)C1=CC=C(C=C1)C
• Uses: Ethyl (4-methylbenzoyl)acetate may be used to synthesize 2-(carboethoxy)-3-(4′-methyl)phenylquinoxaline 1,4-dioxide.

Technology Process of Ethyl 3-(4-methylphenyl)-3-oxopropanoate

There total 32 articles about Ethyl 3-(4-methylphenyl)-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: 94.0%

C18H20O3Se → ethyl (4-methylbenzoyl)acetate (27835-00-3)

Guidance literature:

With dihydrogen peroxide; In tetrahydrofuran; at 20 - 50 ℃; for 3h;

DOI:10.3184/030823407X198311

Reference yield: 92.0%

para-methylacetophenone (122-00-9) + Diethyl carbonate (105-58-8,76619-83-5) → ethyl (4-methylbenzoyl)acetate (27835-00-3)

Guidance literature:

para-methylacetophenone; Diethyl carbonate; With sodium hydride; In tetrahydrofuran; Reflux;

With acetic acid; In tetrahydrofuran;

DOI:10.1016/j.bmc.2012.05.074

Reference yield: 90.0%

ethyl 2-diazo-3-(4-methylphenyl)-3-hydroxypropanoate (211318-52-4) → ethyl (4-methylbenzoyl)acetate (27835-00-3)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In neat (no solvent); at 20 ℃; for 2h;

DOI:10.1039/c3ra41920g

upstream raw materials:

ethyl acetoacetate

4-methyl-benzoyl chloride

toluene

ethyl chlorocarbonylacetate

Downstream raw materials:

(Z)-3-(Ethoxy-propylsulfanyl-thiophosphoryloxy)-3-p-tolyl-acrylic acid ethyl ester

Ethyl 3,3-ethylenedioxy-3-(p-tolyl)propanoate

(Z)-3-amino-3-p-tolylacrylic acid ethyl ester

diethyl 2,4-bis(4-methylbenzoyl)pentanedioate

Refernces

• 1、 Mahmood, Syed J.,Hossain, M. Mahmun. "Iron Lewis Acid Catalyzed Reactions of Aromatic Aldehydes with Ethyl Diazoacetate: Unprecedented Formation of 3-Hydroxy-2-arylacrylic Acid Ethyl Esters by a Unique 1,2-Aryl Shift". . p. 3333 - 3336. Retrieved 1998.
• 2、 Chen, Zhiwei,Shi, Guang,Tang, Wei,Sun, Jie,Wang, Wenxing. "Electrochemical Oxidative Cyclization: Synthesis of Polysubstituted Pyrrole from Enamines". supporting information. p. 951 - 955. Retrieved 2021/02/03.
• 3、 Wu, Qiuyue,Dong, Ziyang,Xu, Jiaxi,Yang, Zhanhui. "Sulfur-controlled and rhodium-catalyzed formal (3 + 3) transannulation of thioacyl carbenes with alk-2-enals and mechanistic insights". supporting information. p. 3173 - 3180. Retrieved 2021/04/21.