Methyl 3-oxo-3-[3-(trifluoromethyl)phenyl]propanoate

Base Information

• Chemical Name: Methyl 3-oxo-3-[3-(trifluoromethyl)phenyl]propanoate
• CAS No.: 93618-66-7
• Molecular Formula: C11H9F3O3
• Molecular Weight: 246.186
• Hs Code.: 29183000
• European Community (EC) Number: 671-234-4
• DSSTox Substance ID: DTXSID20352871
• Nikkaji Number: J1.225.919K
• Wikidata: Q82130273
• Mol file: 93618-66-7.mol

Synonyms:93618-66-7;methyl 3-oxo-3-[3-(trifluoromethyl)phenyl]propanoate;methyl 3-(trifluoromethyl)benzoylacetate;Methyl 3-trifluoromethylbenzoylacetate;methyl 3-(trifluoromethyl)benzoyl acetate;MFCD00216522;Methyl 3-oxo-3-(3-(trifluoromethyl)phenyl)propanoate;Methyl 3-oxo-3-(3-trifluoromethylphenyl)propanoate;SCHEMBL449754;DTXSID20352871;3-(3-trifluoromethylphenyl)-3-oxo-propionic acid methyl ester;3-oxo-3-(3-trifluoromethyl-phenyl)-propionic acid methyl ester;AKOS015852679;PS-6691;SY062355;CS-0312670;FT-0628495;METHYL3-(TRIFLUOROMETHYL)BENZOYLACETATE;C78599;EN300-13514365;3-oxo-3-(3-trifluoromethylphenyl)propionic acid methyl ester;beta-oxo-3-(trifluoromethyl)-benzenepropanoic acid methyl ester

Chemical Property of Methyl 3-oxo-3-[3-(trifluoromethyl)phenyl]propanoate

Chemical Property:

• Appearance/Colour: White to light yellow crystal powder
• Vapor Pressure: 0.0239mmHg at 25°C
• Melting Point: 94-96°C
• Refractive Index: 1.4864-1.4884
• Boiling Point: 248.7 °C at 760 mmHg
• Flash Point: 101.2 °C
• PSA: 43.37000
• Density: 1.289 g/cm³
• LogP: 2.45120
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 4
• Exact Mass: 246.05037863
• Heavy Atom Count: 17
• Complexity: 299

Purity/Quality:

99% ^*data from raw suppliers

Methyl3-Oxo-3-(3-trifluoromethylphenyl)propanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-25-24

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CC(=O)C1=CC(=CC=C1)C(F)(F)F

Technology Process of Methyl 3-oxo-3-[3-(trifluoromethyl)phenyl]propanoate

There total 5 articles about Methyl 3-oxo-3-[3-(trifluoromethyl)phenyl]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:

monomethyl monopotassium malonate (38330-80-2) + 3-(Trifluoromethyl)benzoyl chloride (2251-65-2) → 3-(3-trifluoromethylphenyl)-3-oxo-propionic acid methyl ester (93618-66-7)

Guidance literature:

monomethyl monopotassium malonate; With triethylamine; magnesium chloride; In acetonitrile; for 1h;

3-(Trifluoromethyl)benzoyl chloride; In acetonitrile; at 10 - 20 ℃; Cooling with ice;

Reference yield:

carbonic acid dimethyl ester (616-38-6) + 3'-(trifluoromethyl)acetophenone (349-76-8) → 3-(3-trifluoromethylphenyl)-3-oxo-propionic acid methyl ester (93618-66-7)

Guidance literature:

With sodium hydride; In tetrahydrofuran; mineral oil; Reflux;

DOI:10.1002/adsc.201800124

Reference yield:

acetic acid methyl ester (79-20-9) + 3-trifluoromethylbenzoic acid methyl ester (2557-13-3) → 3-(3-trifluoromethylphenyl)-3-oxo-propionic acid methyl ester (93618-66-7)

Guidance literature:

With potassium methanolate; In iso-xylene; at 80 ℃; for 12h; under 760.051 Torr; Product distribution / selectivity; Industry scale;

upstream raw materials:

acetic acid methyl ester

ethyl 3-(trifluoromethyl)benzoate

3-trifluoromethylbenzoic acid methyl ester

monomethyl monopotassium malonate

Downstream raw materials:

methyl 3-(3-(trifluoromethyl)phenyl)propiolate

methyl 3-(3-(trifluoromethyl)phenyl)propanoate

3-(3-(trifluoromethyl)phenyl)isoxazol-5(4H)-one

methyl 3-(3-(trifluoromethyl)phenyl)-2-(4,5-dimethyl-2-(pivalamido)phenyl)-3-oxopropanoate

Refernces

• 1、 Zhang, Yong,Zhao, Xiaoyuan,Zhuang, Chen,Wang, Senlin,Zhang-Negrerie, Daisy,Du, Yunfei. "PhIO/Et3N ? 3HF-Mediated Formation of Fluorinated 2H-Azirines via Domino Fluorination/Azirination Reaction of Enamines". supporting information. p. 2107 - 2112. Retrieved 2018/04/19.
• 2、 -. "3-Aryl-4-(2,6-dimethylbenzylidene)isoxazol-5(4H)-ones as Fungicides". Page/Page column 22. . Retrieved 2012/03/27.