Methyl 3-oxo-3-(thiophen-2-YL)propanoate

Base Information

• Chemical Name: Methyl 3-oxo-3-(thiophen-2-YL)propanoate
• CAS No.: 134568-16-4
• Molecular Formula: C8H8O3S
• Molecular Weight: 184.216
• Hs Code.: 2934999090
• European Community (EC) Number: 603-835-4
• DSSTox Substance ID: DTXSID60375089
• Nikkaji Number: J1.478.158G
• Wikidata: Q82163628
• Mol file: 134568-16-4.mol

Synonyms:134568-16-4;METHYL 3-OXO-3-(THIOPHEN-2-YL)PROPANOATE;3-Oxo-3-thiophen-2-yl-propionic acid methyl ester;methyl 3-oxo-3-thiophen-2-ylpropanoate;methyl 3-oxo-3-(2-thienyl)propanoate;EC 603-835-4;3-oxo-3-thiophen-2-ylpropanoic acid methyl ester;methyl 2-(2-thenoyl)acetate;3-oxo-3-thiophene-2-yl-propionic acid methyl ester;SCHEMBL1143695;methyl 2-thiophenecarbonylacetate;DTXSID60375089;DNCOUBWXEBETIP-UHFFFAOYSA-N;MFCD03424761;AKOS004118319;AM92006;AS-42411;CS-0433869;FT-0693549;3-(2-Thienyl)-3-oxopropionic acid methyl ester;METHYL3-OXO-3-(THIOPHEN-2-YL)PROPANOATE;3-oxo-3-thiophene-2-ylPropanoic acid methyl ester;A806800;J-006561

Chemical Property of Methyl 3-oxo-3-(thiophen-2-YL)propanoate

Chemical Property:

• Boiling Point: 275.8 °C at 760 mmHg
• PKA: 9.77±0.46(Predicted)
• Flash Point: 120.6 °C
• PSA: 71.61000
• Density: 1.253 g/cm³
• LogP: 1.49390
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 184.01941529
• Heavy Atom Count: 12
• Complexity: 191

Purity/Quality:

99.9% ^*data from raw suppliers

Methyl 3-oxo-3-(2-thienyl)propanoate ^*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=CS1

Technology Process of Methyl 3-oxo-3-(thiophen-2-YL)propanoate

There total 10 articles about Methyl 3-oxo-3-(thiophen-2-YL)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: 90.0%

2-thiophenylcarboxylic acid (527-72-0) + magnesium monomethyl malonate → methyl 3-oxo-3-(thien-2-yl)propanoate (134568-16-4)

Guidance literature:

2-thiophenylcarboxylic acid; With 1,1'-carbonyldiimidazole; In tetrahydrofuran; at 20 ℃; for 10h;

magnesium monomethyl malonate; In tetrahydrofuran; at 20 ℃; for 18h; Further stages.;

DOI:10.1002/adsc.200390021

Reference yield: 89.0%

2-Acetylthiophene (88-15-3,97511-16-5) + methyl pentafluorophenyl carbonate (36919-03-6) → methyl 3-oxo-3-(thien-2-yl)propanoate (134568-16-4)

Guidance literature:

With dmap; magnesium bromide ethyl etherate; N-ethyl-N,N-diisopropylamine; In dichloromethane; for 48h; Inert atmosphere; Reflux;

DOI:10.1021/ol303324a

Reference yield: 86.0%

2-Thiophenecarbonyl chloride (5271-67-0) + monomethyl monopotassium malonate (38330-80-2) → methyl 3-oxo-3-(thien-2-yl)propanoate (134568-16-4)

Guidance literature:

With triethylamine; magnesium chloride; In acetonitrile; at 20 ℃; for 12h;

DOI:10.1002/1522-2675(200207)85:7<1989::AID-HLCA1989>3.0.CO;2-M

upstream raw materials:

2-Acetylthiophene

carbonic acid dimethyl ester

2-thiophenylcarboxylic acid

2-Thiophenecarbonyl chloride

Downstream raw materials:

(Z)-methyl 3-(4-methoxyphenylamino)-3-(thiophen-2-yl)acrylate

methyl 2-(4-methoxyphenyl)-1-(thiophene-2-carbonyl)cyclopropanecarboxylate

methyl 2-phenyl-1-(thiophene-2-carbonyl)cyclopropanecarboxylate

methyl 2-methyl-2-phenyl-1-(thiophene-2-carbonyl)cyclopropanecarboxylate

Refernces

• 1、 Chen, Li-Jun,Li, Wei,Shen, Bao-Chun,Sun, Zhong-Wen,Xie, Hui-Ding,Zhang, Cong-Cong. "Enantioselective decarboxylative Mannich reaction of β-keto acids withC-alkynylN-BocN,O-acetals: access to chiral β-keto propargylamines". supporting information. p. 8607 - 8612. Retrieved 2021/10/20.
• 2、 Roy, Sourav,Kumar, Gourav,Chatterjee, Indranil. "Photoinduced Diverse Reactivity of Diazo Compounds with Nitrosoarenes". supporting information. p. 6709 - 6713. Retrieved 2021/09/08.