85278-32-6

Basic information

• Product Name: ethyl 2-phenyl-3,3-difluoroacrylate
• Synonyms: ethyl 2-phenyl-3,3-difluoroacrylate
• CAS NO: 85278-32-6
• Molecular Weight: 212.196
• Mol File: 85278-32-6.mol
• Article Data: 11

Chemical Properties

• CAS DataBase Reference: ethyl 2-phenyl-3,3-difluoroacrylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 2-phenyl-3,3-difluoroacrylate(85278-32-6)
• EPA Substance Registry System: ethyl 2-phenyl-3,3-difluoroacrylate(85278-32-6)

Safety Data

• Hazardous Substances Data: 85278-32-6(Hazardous Substances Data)

Upstream product

• 1603-79-8 phenylglyoxylic acid ethyl ester 
• 1219454-89-3 2-((difluoromethyl)sulfonyl)pyridine 
• 101-97-3 Ethyl 2-phenylethanoate 
• 22065-57-2 ethyl 2-phenyldiazoacetate 
• 115262-01-6 [bromo(difluoro)methyl]-trimethyl-silane 
• 81290-20-2 (trifluoromethyl)trimethylsilane 
• 85277-62-9 ethyl 2-(tert-butoxycarbonyl)phenylacetate 
• 16537-09-0 t-butyl phenylacetate 
• 85278-30-4 ethyl 2-(tert-butoxycarbonyl)-2-(bromodifluoromethyl)phenylacetate 

Downstream Products

• 879221-61-1 2-((Z)-2-Chloro-3-phenyl-allyl)-isoindole-1,3-dione 
• 85278-37-1 (3,3-Difluoro-2-phenyl-allyl)-carbamic acid tert-butyl ester 
• 85278-35-9 1,1-difluoro-2-phenyl-3-phthalimidopropene 
• 93605-81-3 1,2-dibromo-1-fluoro-2-phenyl-3-phthalimidopropane 
• 85278-38-2 3,3-difluoro-2-phenylprop-2-en-1-aminium chloride 
• 85278-69-9 (E)-2-phenyl-3-fluoroallyl alcohol 
• 93605-75-5 2-phenyl-3-fluoroallylamine 
• 85278-36-0 2-phenyl-3,3-difluoroallylamine 
• 85278-44-0 1-fluoro-2-phenyl-3-phthalimidopropene 
• 85277-96-9 (E)-1-fluoro-2-phenyl-3-phthalimidopropene 
• 85278-05-3 (E)-3-fluoro-2-phenylallylamine hydrochloride 
• 85278-84-8 (Z)-3-fluoro-2-phenyl-2-propenamine hydrochloride 
• 85278-33-7 3,3-difluoro-2-phenyl-2-propen-1-ol 

Relevant articles and documents

Stereoselective Synthesis of Difluorinated 1,3-Dienes via Palladium-Catalyzed C-F Bond Activation of Tetrasubstituted gem-Difluoroalkenes

A highly diastereoselective Pd(0)-catalyzed synthesis of difluorinated 1,3-dienes is described. Symmetrical 1,3-dienes containing a vicinal difluoro moiety can be obtained as single diastereomers from tetrasubstituted gem-difluoroalkenes. The reaction presumably proceeds through a stereoselective twofold Pd-catalyzed Miyaura borylation/Suzuki-Miyaura cross-coupling of the C-F bond. Moreover, modular synthesis of unsymmetrical difluorinated 1,3-dienes is also achievable by the coupling between gem-difluoroalkenes and borylated monofluoroalkenes.

Stereoselective Palladium-Catalyzed C?F Bond Alkynylation of Tetrasubstituted gem-Difluoroalkenes

A stereoselective Pd(PPh3)4-catalyzed C?F bond alkynylation of tetrasubstituted gem-difluoroalkenes with terminal alkynes has been developed. This method gives access to a great variety of conjugated monofluoroenynes bearing a tetrasubstituted alkene moiety with well-defined stereochemistry. Chelation-assisted oxidative addition of Pd to the C?F bond is proposed to account for the high level of stereocontrol. An X-ray crystal structure of a key monofluorovinyl PdII intermediate has been obtained for the first time as evidence for the proposed mechanism.

Cross-Coupling between Difluorocarbene and Carbene-Derived Intermediates Generated from Diazocompounds for the Synthesis of gem-Difluoroolefins

Cross-coupling between difluorocarbene and carbene-derived intermediates generated from diazocompounds was developed to give gem-difluoroolefins, which constitutes a fast practical pathway to achieve hindered gem-difluoroolefins. The cross-coupling between difluorocarbene and aryl diazoacetates proceeded smoothly in the presence of a copper source, whereas its coupling with diaryl diazomethanes occurred well under metal-free conditions. A mechanism involving a copper-difluorocarbene complex was proposed.