Ethyl 3-(2-fluorophenyl)-3-oxopropanoate

Base Information

• Chemical Name: Ethyl 3-(2-fluorophenyl)-3-oxopropanoate
• CAS No.: 1479-24-9
• Molecular Formula: C11H11 F O3
• Molecular Weight: 210.205
• Hs Code.: 2918300090
• NSC Number: 166423
• DSSTox Substance ID: DTXSID40304594
• Nikkaji Number: J265.454G
• Wikidata: Q82050615
• Mol file: 1479-24-9.mol

Synonyms:1479-24-9;ethyl 3-(2-fluorophenyl)-3-oxopropanoate;Ethyl (2-fluorobenzoyl)acetate;Ethyl 3-(2-fluorophenyl)-3-oxo-propionate;MFCD00000321;Benzenepropanoic acid, 2-fluoro-beta-oxo-, ethyl ester;ethyl 3-(2-fluorophenyl)-3-oxopropionate;3-(2-fluorophenyl)-3-oxopropionic acid ethyl ester;3-(2-Fluoro-Phenyl)-3-Oxo-Propionic Acid Ethyl Ester;NSC166423;ethyl 2-fluorobenzoylacetate;ethyl-2-fluorobenzoylacetate;ethyl 2'-fluorobenzoylacetate;SCHEMBL312900;ethyl 2-(2-flurobenzoyl)acetate;DTXSID40304594;YMUNUVJSNWUWDA-UHFFFAOYSA-N;AM756;AB2842;AKOS009156902;NSC-166423;(2-Fluorobenzoyl)acetic Acid Ethyl Ester;AS-44662;SY050576;Ethyl3-(2-fluorophenyl)-3-oxo-propionate;CS-0045387;E1097;FT-0647637;Ethyl (2-fluorobenzoyl)acetate, technical grade;A808707;Benzenepropanoic acid,2-fluoro-b-oxo-,ethyl ester;J-008426

Chemical Property of Ethyl 3-(2-fluorophenyl)-3-oxopropanoate

Chemical Property:

• Refractive Index: n20/D 1.516(lit.)
• Boiling Point: 270.1°Cat760mmHg
• PKA: 10.03±0.46(Predicted)
• Flash Point: 113.6°C
• PSA: 43.37000
• Density: 1.179g/cm³
• LogP: 1.96160
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 210.06922237
• Heavy Atom Count: 15
• Complexity: 240

Purity/Quality:

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

Ethyl3-(2-Fluorophenyl)-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=CC=C1F
• Uses: Ethyl (2-fluorobenzoyl)acetate may be used in chemical synthesis.

Technology Process of Ethyl 3-(2-fluorophenyl)-3-oxopropanoate

There total 15 articles about Ethyl 3-(2-fluorophenyl)-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: 95.0%

C11H11FN2O3 → ethyl 2-fluorobenzoylacetate (1479-24-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; In neat (no solvent); at 20 ℃; for 5h;

DOI:10.1039/c3ra41920g

Reference yield: 92.0%

ethyl potassium malonate (6148-64-7) + 2-Fluorobenzoyl chloride (393-52-2) → ethyl 2-fluorobenzoylacetate (1479-24-9)

Guidance literature:

ethyl potassium malonate; With triethylamine; magnesium chloride; In acetonitrile; at 20 ℃; for 0.5h;

2-Fluorobenzoyl chloride; With triethylamine; In acetonitrile; at 20 ℃;

Reference yield: 92.0%

2-fluoro-N-phenyl-N-tosylbenzamide + ethyl acetate (141-78-6) → ethyl 2-fluorobenzoylacetate (1479-24-9)

Guidance literature:

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

DOI:10.1021/acs.joc.0c02868

upstream raw materials:

diethyl (ethoxymagnesio)malonate

2-Fluorobenzoyl chloride

2-fluorobenzonitrile

ethanol

Downstream raw materials:

α-(2-Fluorbenzoyl)-2-methoxy-5-nitroacetanilid

2,6-dimethyl-4-phenyl-pyridine-3,5-dicarboxylic acid diethyl ester

diethyl 4-(4-hydroxyphenyl)-2,6-dimethyl-3,5-pyridine dicarboxylate

Refernces

• 1、 Hu, Wangcheng,He, Xinwei,Zhou, Tongtong,Zuo, Youpeng,Zhang, Shiwen,Yang, Tingting,Shang, Yongjia. "Construction of isoxazolone-fused phenanthridinesviaRh-catalyzed cascade C-H activation/cyclization of 3-arylisoxazolones with cyclic 2-diazo-1,3-diketones". supporting information. p. 552 - 556. Retrieved 2021/02/06.
• 2、 Chen, Jiajia,Joseph, Devaneyan,Xia, Yuanzhi,Lee, Sunwoo. "Amide/Ester Cross-Coupling via C-N/C-H Bond Cleavage: Synthesis of β-Ketoesters". . p. 5943 - 5953. Retrieved 2021/04/02.