Ethyl 2-fluoro-3-oxo-3-phenylpropanoate

Base Information

• Chemical Name: Ethyl 2-fluoro-3-oxo-3-phenylpropanoate
• CAS No.: 1479-22-7
• Molecular Formula: C11H11 F O3
• Molecular Weight: 210.205
• Hs Code.: 2918300090
• European Community (EC) Number: 839-679-0
• DSSTox Substance ID: DTXSID30505553
• Nikkaji Number: J363.437J
• Mol file: 1479-22-7.mol

Synonyms:1479-22-7;ethyl 2-fluoro-3-oxo-3-phenylpropanoate;2-FLUORO-3-OXO-3-PHENYLPROPIONIC ACID ETHYL ESTER;ethyl benzoylfluoroacetate;2-fluoro-3-oxo-3-phenylPropanoic acid ethyl ester;ethyl alpha-fluorobenzoylacetate;SCHEMBL7495155;Ethyl 2-Benzoyl-2-fluoroacetate;DTXSID30505553;DTELMTOYSPFNNP-UHFFFAOYSA-N;GEO-03233;MFCD03844752;AKOS027379863;ethyl2-fluoro-3-oxo-3-phenylpropanoate;ethyl 2-fluoro-3-oxo-3-phenyl-propanoate;CS-0375716;EN300-1167059;2-fluoro-3-oxo-3-phenyl-propionic acid ethyl ester;Benzenepropanoic acid, |A-fluoro-|A-oxo-, ethyl ester;Benzenepropanoic acid, alpha-fluoro-beta-oxo-, ethyl ester

Chemical Property of Ethyl 2-fluoro-3-oxo-3-phenylpropanoate

Chemical Property:

• Melting Point: 33-35 °C
• Boiling Point: 116°C 0,3mm
• PKA: 8.20±0.26(Predicted)
• PSA: 43.37000
• Density: 1.169±0.06 g/cm3(Predicted)
• LogP: 1.77050
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 210.06922237
• Heavy Atom Count: 15
• Complexity: 234

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-Benzoyl-2-fluoroacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): R36/37/38:
• Hazard Codes: R36/37/38:
• Statements: 36/37/38
• Safety Statements: 26-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C(=O)C1=CC=CC=C1)F
• Uses: Ethyl 2-Benzoyl-2-fluoroacetate is used in the chemoselective preparation of α-chloro- and α-fluoro-β-keto esters by chlorination or fluorination with N-chlorosuccinimide or Selectfluor in the presence of titanium catalysts such as (cyclopentadienyl)titanium trichloride.

Technology Process of Ethyl 2-fluoro-3-oxo-3-phenylpropanoate

There total 32 articles about Ethyl 2-fluoro-3-oxo-3-phenylpropanoate 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%

ethyl 3-oxo-3-phenylpropionate (94-02-0) → ethyl 2-fluoro-3-oxo-3-phenylpropionate (1479-22-7)

Guidance literature:

With iodosylbenzene; hydrogen fluoride; In dichloromethane; water; at 40 ℃; for 24h;

DOI:10.1021/ol200632d

Reference yield: 94.0%

ethanol (64-17-5) + 5-benzoyl-5-fluoro-2,2-dimethyl-1,3-dioxane-4,6-dione → ethyl 2-fluoro-3-oxo-3-phenylpropionate (1479-22-7)

Guidance literature:

With diethylamine; at 0 ℃; for 16h;

DOI:10.1002/ejoc.202000503

Reference yield: 92.0%

ethyl 3-phenyl-2-fluoro-3-hydroxypropanoate (322-09-8) → ethyl 2-fluoro-3-oxo-3-phenylpropionate (1479-22-7)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; water; at 20 ℃; for 8h;

DOI:10.1002/ejoc.201900644

upstream raw materials:

ethyl 2-fluoroacetate

benzoic acid ethyl ester

benzoyl chloride

ethanol

Downstream raw materials:

ethyl 2,2-difluoro-3-oxo-3-phenylpropanoate

ethyl 2-bromo-2-fluoro-3-oxo-3-phenylpropionate

ethyl (Z)-2-fluoro-3-phenylacrylate

3-Phenyl-1-propanol