Methyl 4-fluorobenzoylacetate

Base Information

• Chemical Name: Methyl 4-fluorobenzoylacetate
• CAS No.: 63131-29-3
• Molecular Formula: C10H9FO3
• Molecular Weight: 196.178
• Hs Code.: 29183000
• European Community (EC) Number: 263-889-6
• DSSTox Substance ID: DTXSID30212477
• Nikkaji Number: J236.219H
• Wikidata: Q72490757
• Mol file: 63131-29-3.mol

Synonyms:Methyl 4-fluorobenzoylacetate;63131-29-3;Methyl 3-(4-fluorophenyl)-3-oxopropanoate;MFCD00000355;Methyl p-fluorobenzoyl acetate;3-(4-Fluoro-phenyl)-3-oxo-propionic acid methyl ester;EINECS 263-889-6;Methyl 4-fluorobenzoylacetate, 95%;4-Fluorobenzoylacetic Acid Methyl Ester;Methyl p-fluorobenzoylacetate;methyl 4'-fluorobenzoylacetate;Methyl (4-fluorobenzoyl)acetate;METHYL4-FLUOROBENZOYLACETATE;methyl-4-fluorobenzoylacetate;SCHEMBL452462;Methyl 4-fluoro benzoylacetate;methyl 4-fluorobenzoyl acetate;3-(4-Fluorophenyl)-3-oxopropionic Acid Methyl Ester;Benzenepropanoic acid, 4-fluoro-beta-oxo-, methyl ester;Benzenepropanoic acid, 4-fluoro-.beta.-oxo-, methyl ester;DTXSID30212477;AB7530;AM1111;BBL104290;STL558544;AKOS005256967;AC-2690;CS-W015708;RS-1029;SY002576;Methyl 3-(4-fluorophenyl)-3-oxopropionate;A8713;F0472;FT-0628636;Methyl 3-(4-fluorophenyl)-3-oxopropanoate #;EN300-179841;4-Fluoro-beta-oxobenzenepropanoic acid methyl ester

Chemical Property of Methyl 4-fluorobenzoylacetate

Chemical Property:

• Appearance/Colour: clear yellow liquid
• Vapor Pressure: 0.01mmHg at 25°C
• Refractive Index: n20/D 1.521(lit.)
• Boiling Point: 263.536 °C at 760 mmHg
• PKA: 9.80±0.25(Predicted)
• Flash Point: 109.818 °C
• PSA: 43.37000
• Density: 1.213 g/cm³
• LogP: 1.57150
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 196.05357231
• Heavy Atom Count: 14
• Complexity: 219

Purity/Quality:

99% ^*data from raw suppliers

Methyl (4-Fluorobenzoyl)acetate ^*data from reagent suppliers

Safty Information:

• Safety Statements: 23-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: COC(=O)CC(=O)C1=CC=C(C=C1)F
• Uses: Methyl 4-fluorobenzoylacetate was used in the synthesis of:3-amino-4-(-4-fluoro-phenyl)furazanseries of substituted coumarin derivatives, potential 5-lipoxygenase inhibitors

Technology Process of Methyl 4-fluorobenzoylacetate

There total 3 articles about Methyl 4-fluorobenzoylacetate 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: 97.0%

1-(4-fluorophenyl)ethanone (403-42-9) + carbonic acid dimethyl ester (616-38-6) → methyl 4-fluorobenzoyl acetate (63131-29-3)

Guidance literature:

With sodium hydride; In toluene; Inert atmosphere; Schlenk technique; Reflux;

DOI:10.1002/ejoc.201601230

Reference yield: 79.0%

4-Fluorobenzoic acid (456-22-4) + magnesium monomethyl malonate → methyl 4-fluorobenzoyl acetate (63131-29-3)

Guidance literature:

4-Fluorobenzoic 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:

→ methyl 4-fluorobenzoyl acetate (63131-29-3)

Guidance literature:

upstream raw materials:

1-(4-fluorophenyl)ethanone

carbonic acid dimethyl ester

4-Fluorobenzoic acid

Downstream raw materials:

methyl 3-(4-fluorophenyl)-3-oxo-2-(phenylmethylene)propanoate

2-bromo-3-(4-fluorophenyl)-3-oxopropionic acid methyl ester

(R)-3-(4-fluorophenyl)-3-hydroxypropionic acid methyl ester

4-(4-fluorophenyl)-7-hydroxy-2H-chromen-2-one

Refernces

• 1、 Liu, Hao-Nan,Cao, Hao-Qiang,Cheung, Chi Wai,Ma, Jun-An. "Cu-Mediated Expeditious Annulation of Alkyl 3-Aminoacrylates with Aryldiazonium Salts: Access to Alkyl N2-Aryl 1,2,3-Triazole-carboxylates for Druglike Molecular Synthesis". supporting information. p. 1396 - 1401. Retrieved 2020/02/22.
• 2、 Schacht, Mathias,Mohammadi, Djawid,Schützenmeister, Nina. "Pd-Catalyzed Synthesis of γ-Keto Esters as Key Intermediates for the Synthesis of γ-Hydroxybutenolides". supporting information. p. 2587 - 2591. Retrieved 2019/02/19.