114701-62-1

Basic information

• Product Name: 2,2-DIFLUORO-3-OXO-3-PHENYL-PROPIONIC ACID ETHYL ESTER
• Synonyms: 2,2-DIFLUORO-3-OXO-3-PHENYL-PROPIONIC ACID ETHYL ESTER;BENZOYLDIFLUOROACETIC ACID, ETHYL ESTER;Ethyl 2,2-difluoro-3-oxo-3-phenylpropanoate
• CAS NO: 114701-62-1
• Molecular Formula: C₁₁H₁₀F₂O₃
• Molecular Weight: 228.19
• Mol File: 114701-62-1.mol
• Article Data: 31

Chemical Properties

• Boiling Point: 79°C 0,02mm
• Flash Point: 114°C
• Appearance: /
• Density: 1.234g/cm³
• Vapor Pressure: 0.00671mmHg at 25°C
• Refractive Index: 1.476
• CAS DataBase Reference: 2,2-DIFLUORO-3-OXO-3-PHENYL-PROPIONIC ACID ETHYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-DIFLUORO-3-OXO-3-PHENYL-PROPIONIC ACID ETHYL ESTER(114701-62-1)
• EPA Substance Registry System: 2,2-DIFLUORO-3-OXO-3-PHENYL-PROPIONIC ACID ETHYL ESTER(114701-62-1)

Safety Data

• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 114701-62-1(Hazardous Substances Data)

Usage

General Description

2,2-Difluoro-3-oxo-3-phenyl-propionic acid ethyl ester is a chemical compound with the molecular formula C11H10F2O3. It is an ethyl ester derivative of 2,2-difluoro-3-oxo-3-phenyl-propionic acid, and is commonly used in the pharmaceutical industry as a building block for the synthesis of various pharmaceutical drugs. 2,2-DIFLUORO-3-OXO-3-PHENYL-PROPIONIC ACID ETHYL ESTER is known for its potential anti-inflammatory properties and is being investigated for its potential therapeutic uses in the treatment of various inflammatory conditions. 2,2-Difluoro-3-oxo-3-phenyl-propionic acid ethyl ester is also used in research and development of new drugs, and its chemical structure and properties make it an important ingredient in the synthesis of various pharmaceutical compounds.

InChI:InChI=1/C11H10F2O3/c1-2-16-10(15)11(12,13)9(14)8-6-4-3-5-7-8/h3-7H,2H2,1H3

Upstream product

• 1479-22-7 ethyl 2-fluoro-3-oxo-3-phenylpropionate 
• 94-02-0 ethyl 3-oxo-3-phenylpropionate 
• 92207-60-8 ethyl 2,2-difluoro-3-hydroxy-3-phenylpropanoate 
• 455-32-3 benzoyl fluoride 
• 205865-67-4 α-(trimethylsilyl)difluoroacetic acid ethyl ester 
• 98-88-4 benzoyl chloride 
• 167308-39-6 ethyltrimethylsilyl-2,2-difluoroketene acetal 
• 100-52-7 benzaldehyde 
• 72037-57-1 (E)-2-benzylidene-1,1-dimethylhydrazine 
• 667-27-6 Ethyl bromodifluoroacetate 
• 201230-82-2 carbon monoxide 
• 98-80-6 phenylboronic acid 
• 1885-87-6 benzaldehyde-N,N-pentamethylene hydrazone 
• 1123142-02-8 (Z)-ethyl 3-((4-methoxyphenyl)amino)-3-phenylacrylate 

Downstream Products

• 1246931-20-3 4,4-difluoro-5-phenyl-2,4-dihydro-3H-pyrazol-3-one 
• 1246931-25-8 4,4-difluoro-2,5-diphenyl-2,4-dihydro-3H-pyrazol-3-one 
• 1246931-24-7 4,4-difluoro-2-methyl-5-phenyl-2,4-dihydro-3H-pyrazol-3-one 

Relevant articles and documents

Reactions of trifluoroamine oxide: A new method for selective fluorination of 1,3-diketones and β-ketoesters

Fluorination of 1,3-diketones and β-ketoesters with trifluoroamine oxide in the presence of tetrabutylammonium hydroxide (TBAH) provides a one step route to mono- and difluoro-products selectively fluorinated at the α-position in good yields.

Molar scale electrosynthesis of ethyl-2,2-difluoro-2-trimethylsilylacetate, a difluoromethylene building block precursor

Ethyl-2,2-difluoro-2-trimethylsilylacetate has been prepared by electrolysis of ethyl-2-chloro-2,2-difluoroacetate in one step, at a molar scale, in the presence of a large excess of chlorotrimethylsilane. The transfer of the ethyl-2,2-difluoroacetate moiety to various electrophiles has been achieved. (C) 2000 Elsevier Science Ltd.

Reactions of enamines with selectfluor: A straightforward route to difluorinated carbonyl compounds

Reactions of enamines, preformed from β-dicarbonyl and monocarbonyl compounds, with Selectfluor (1-chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2] octane bis(tetrafluoroborate) under mild conditions (triethylamine (TEA) or molecular sieves) easily led to the corresponding difluorinated carbonyl compounds in high yields.

Enantioselective synthesis of 2,2-difluoro-3-hydroxycarboxylates by rhodium-catalyzed hydrogenation

The highly enantioselective synthesis of 2,2-difluoro-3-hydroxycarboxylates has been achieved by hydrogenating 2,2-difluoro-3-oxocarboxylates in the presence of chiral rhodium-(amidephosphine-phosphinite) complexes. Ethyl 4,4,4-trifluoroacetoacetate can be successfully transformed into the enantiomerically enriched 4,4,4-trifluoro-3-hydroxybutanoate in the same manner. (C) 2000 Elsevier Science Ltd.

Chemoselective Mono- And Difluorination of 1,3-Dicarbonyl Compounds

By altering the amount of Selectfluor, the highly selective mono- and difluorination of 1,3-dicarbonyl compounds has been achieved, affording a variety of 2-fluoro- and 2,2-difluoro-1,3-dicarbonyl compounds in good to excellent yields. The reaction can be readily performed in aqueous media without any catalyst and base, which features practical and convenient fluorination. Importantly, a gram-scale reaction, transformation of 2-fluoro-1,3-diphenylpropane-1,3-dione to 4-fluoro-1,3,5-triphenyl-1H-pyrazole, and chlorination and bromination of 1,3-dicarbonyl compounds are realized to further exhibit its synthetic utility.

Mechanochemical electrophilic fluorination of liquid beta-ketoesters

An improved substrate scope for the mechanochemical electrophilic fluorination of dicarbonyls is reported. The applicable substrates have now been broadened to include liquid β-ketoesters. Key to this capability is the inclusion of a grinding auxiliary (NaCl) to improve mass transfer and prevent pasting or gumming of the reaction mixture. Notably, the use of a small amount of acetonitrile is critical to increasing the rate of reaction, ensuring complete consumption of starting materials during the short reaction times as well as improving the selectivity for the monofluorinated product in the mill.