79054-44-7

Basic information

• Product Name: [(E)-1-Dimethylamino-2-(4-methoxy-phenyl)-vinyl]-phosphonic acid diethyl ester
• Synonyms: [(E)-1-Dimethylamino-2-(4-methoxy-phenyl)-vinyl]-phosphonic acid diethyl ester
• CAS NO: 79054-44-7
• Molecular Weight: 313.334
• Mol File: 79054-44-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: [(E)-1-Dimethylamino-2-(4-methoxy-phenyl)-vinyl]-phosphonic acid diethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: [(E)-1-Dimethylamino-2-(4-methoxy-phenyl)-vinyl]-phosphonic acid diethyl ester(79054-44-7)
• EPA Substance Registry System: [(E)-1-Dimethylamino-2-(4-methoxy-phenyl)-vinyl]-phosphonic acid diethyl ester(79054-44-7)

Safety Data

• Hazardous Substances Data: 79054-44-7(Hazardous Substances Data)

Upstream product

• 18855-52-2 tetraethyl dimethylaminomethylenediphosphonate 
• 123-11-5 4-methoxy-benzaldehyde 
• 1006713-83-2 diethyl trimethylsilyl-N,N-dimethylaminomethylphosphonate 

Relevant articles and documents

An improved synthesis of α-phosphonoenamines based on a modified Peterson olefination

An efficient, stereoselective method for the synthesis of α-phosphonoenamines based on a modified Peterson olefination is described. The carbanion derived from isolatable intermediate 2 reacts with aromatic or aliphatic aldehydes selectively eliminating in Peterson fashion to deliver functionally rich α-phosphonoenamines 3. The synthetic utility of these enamines is demonstrated by their hydrolysis yielding the homologous carboxylic acids in good yield.

α-SUBSTITUIERTE PHOSPHONATE-36 α-PHOSPHONOENAMINE UND ACYLPHOSPHONATE DURCH HORNER-OLEFINIERUNG

Phosphonoenamines are formed by Horner-Olefination of N-substituted aminomethane-bis-phosphonic acid esters.These exist, depending on N-substitution, carbonyl compound, and condition of the reaction as pure E- or Z-isomeres resp. as E,Z-mixture.The stereochemistry unambiguously could be derived from the 1H- resp. 13C-NMR-spectra.Mild hydrolysis of the phosphonoenamines yields acylphosphonates; 31P-NMR-data shows, that these exist as a mixture of keto-enol-form.The enol-form of this products could be isolated in crystalline form.Phenylacetylphosphonate, unambiguously synthesized from phenylacetylchloride and triethylphosphite also exist as a mixture of the keto-enol-form.