135760-95-1

Basic information

• Product Name: Phosphonic acid, [(1E)-3-phenyl-1-propenyl]-, diethyl ester
• CAS NO: 135760-95-1
• Molecular Formula: C13H19O3P
• Molecular Weight: 254.266
• Mol File: 135760-95-1.mol
• Article Data: 8

Chemical Properties

• CAS DataBase Reference: Phosphonic acid, [(1E)-3-phenyl-1-propenyl]-, diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphonic acid, [(1E)-3-phenyl-1-propenyl]-, diethyl ester(135760-95-1)
• EPA Substance Registry System: Phosphonic acid, [(1E)-3-phenyl-1-propenyl]-, diethyl ester(135760-95-1)

Safety Data

• Hazardous Substances Data: 135760-95-1(Hazardous Substances Data)

Upstream product

• 1660-94-2 Tetraethyl methylenediphosphonate 
• 122-78-1 phenylacetaldehyde 
• 591-50-4 iodobenzene 
• 1067-87-4 Diethyl allylphosphonate 
• 300-57-2 allylbenzene 
• 682-30-4 Diethyl vinylphosphonate 
• 683-08-9 Diethyl methylphosphonate 
• 3167-63-3 diethyl chloromethylphosphonate 
• 103-63-9 1-phenyl-2-bromoethane 
• 38066-16-9 diethyl [(phenylthio)methyl]phosphonate 

Downstream Products

• 52378-69-5 diethyl (E)-cinnamylphosphonate 
• 81364-33-2 diethyl (1-hydroxy-3-phenylpropyl)phosphonate 
• 104-53-0 3-phenyl-propionaldehyde 
• 618892-74-3 ethyl (2R,3S)-2-amino-3-benzyl-4-(diethoxyphosphoryl)butanoate 
• 618892-47-0 (2R,5S,1'S)-3,6-diethoxy-2-[2'-(diethoxyphosphoryl)-1'-benzylethyl]-2,5-dihydro-5-isopropylpyrazine 

Relevant articles and documents

Synthesis of vinyl- and allylphosphonates by olefin cross-metathesis

Substituted allyl and vinyl phosphonates have been prepared for the first time via intermolecular olefin cross-metathesis (CM) using 1,3-dimesityl-4,5-dihydro-imidazol-2-ylidene ruthenium alkylidene complex 3 in good yield. A variety of terminal olefins, styrenes, and geminally disubstituted olefins have been successfully employed in these reactions. In addition, CM of vinylphosphonates provide exclusive E olefin stereochemistry.

Olefin cross-metathesis reactions at room temperature using the nonionic amphiphile "PTS": Just add water

(Chemical Equation Presented) The first examples of unsymmetrical olefin cross-metathesis reactions in water, involving water-insoluble substrates, at room temperature and using commercially available catalysts are reported. The key to success is to include small percentages of the nonionic, vitamin E-based amphiphile "PTS". The nanometer micelles formed accommodate water-insoluble substrates, along with a readily available Ru-based metathesis catalyst. Reactions proceed at ambient temperatures with high efficiency and very high E-selectivity, and products are easily isolated.

Diastereoselective synthesis of 2-amino-4-phosphonobutanoic acids by conjugate addition of lithiated schoellkopf's bislactim ethers to vinylphosphonates

Conjugate additions of lithiated bislactim ethers derived from cyclo-[Gly-Val] and cyclo-[Ala-Val] to α, β, or α,β -substituted vinylphosphonates allow direct and stereoselective access to a variety of 3- or 4-monosubstituted and 2,3-, 2,4-, or 3,4-disubstituted 2-amino-4-phosphonobutanoic acids (AP4 derivatives) in enantiomerically pure form. The relative stereochemistry was assigned by X-ray diffraction analysis or NMR study of 1,2-oxaphosphorinane derivatives. Competitive eight-membered "compact" and "relaxed" transition-state structures are invoked to rationalize the stereochemical outcome of the conjugate additions.