3-OXO-3-THIOPHEN-2-YL-PROPIONIC ACID ETHYL ESTER

Base Information

• Chemical Name: 3-OXO-3-THIOPHEN-2-YL-PROPIONIC ACID ETHYL ESTER
• CAS No.: 13669-10-8
• Molecular Formula: C9H10O3S
• Molecular Weight: 198.243
• Hs Code.: 29349990
• European Community (EC) Number: 673-413-2
• NSC Number: 80416
• DSSTox Substance ID: DTXSID70292132
• Nikkaji Number: J524.320C
• Wikidata: Q72476562
• Mol file: 13669-10-8.mol

Synonyms:2-Thiophenepropionicacid, b-oxo-, ethyl ester (6CI,8CI);3-Oxo-3-(2-thienyl)propionic acid ethyl ester;Ethyl (thiophene-2-carbonyl)acetate;Ethyl 2-(thiophen-2-oyl)acetate;Ethyl 2-[(thien-2-yl)carbonyl]acetate;Ethyl3-(2-thienyl)-3-oxopropanoate;Ethyl 3-oxo-3-(2-thienyl)propanoate;Ethyl3-oxo-3-(2-thienyl)propionate;Ethyl 3-oxo-3-(thiophen-2-yl)propionate;Ethyl a-thienoylacetate;NSC 80416;

Chemical Property of 3-OXO-3-THIOPHEN-2-YL-PROPIONIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 0.002mmHg at 25°C
• Melting Point: 24 °C(Solv: ethyl ether (60-29-7))
• Refractive Index: 1.528
• Boiling Point: 291 °C at 760 mmHg
• PKA: 9.79±0.46(Predicted)
• Flash Point: 129.8 °C
• PSA: 71.61000
• Density: 1.212 g/cm³
• LogP: 1.88400
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 198.03506535
• Heavy Atom Count: 13
• Complexity: 203

Purity/Quality:

99% ^*data from raw suppliers

3-Oxo-3- ^*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=CS1

Technology Process of 3-OXO-3-THIOPHEN-2-YL-PROPIONIC ACID ETHYL ESTER

There total 15 articles about 3-OXO-3-THIOPHEN-2-YL-PROPIONIC ACID ETHYL ESTER 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: 98.0%

2-Acetylthiophene (88-15-3,97511-16-5) + Diethyl carbonate (105-58-8,76619-83-5) → ethyl 2-thenoylacetate (13669-10-8)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 35 ℃;

Reference yield: 96.0%

2-thiophenylcarboxylic acid (527-72-0) + cycl-isopropylidene malonate (2033-24-1) → ethyl 2-thenoylacetate (13669-10-8)

Guidance literature:

2-thiophenylcarboxylic acid; cycl-isopropylidene malonate; With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 0 - 20 ℃; for 2h;

With toluene-4-sulfonic acid; In ethanol; for 1h; Heating / reflux;

Reference yield: 95.0%

ethyl 2-diazo-3-hydroxy-3-(thiophen-2-yl)propanoate → ethyl 2-thenoylacetate (13669-10-8)

Guidance literature:

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

DOI:10.1039/c3ra41920g

upstream raw materials:

2-Acetylthiophene

Diethyl carbonate

2-Thiophenecarbonyl chloride

ethyl acetoacetate

Downstream raw materials:

ethyl 2-benzyl-3-oxo-3-(thiophen-2-yl)propanoate

N-(4-chloro-phenyl)-3-oxo-3-thiophen-2-yl-propionamide

3-oxo-N-phenyl-3-(thiophen-2-yl)propanamide

N,N'-bis-(3-oxo-3-[2]thienyl-propionyl)-p-phenylenediamine

Refernces

• 1、 Baidya, Mrinmay,De Sarkar, Suman,Maiti, Debabrata,Roy, Lisa. "Trifluoroethanol as a Unique Additive for the Chemoselective Electrooxidation of Enamines to Access Unsymmetrically Substituted NH-Pyrroles". supporting information. . Retrieved 2021/12/23.
• 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.