6719-79-5

Basic information

• Product Name: methyl phenyl phosphorochloridate
• Synonyms: methyl phenyl phosphorochloridate
• CAS NO: 6719-79-5
• Molecular Weight: 206.565
• Mol File: 6719-79-5.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: methyl phenyl phosphorochloridate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl phenyl phosphorochloridate(6719-79-5)
• EPA Substance Registry System: methyl phenyl phosphorochloridate(6719-79-5)

Safety Data

• Hazardous Substances Data: 6719-79-5(Hazardous Substances Data)

Upstream product

• 770-12-7 O-phenyl phosphorodichloridate 
• 67-56-1 methanol 
• 108-95-2 phenol 
• 677-24-7 methyl dichlorophosphoridate 

Downstream Products

• 68729-27-1 C₁₂H₁₂NO₃P 
• 83472-82-6 N-phenylphosphoryl-4-N',N'-dimethylaminopyridinium 
• 1432474-88-8 (E)-ethyl 3-(2-((dimethoxyphosphoryl)oxy)phenyl)acrylate 
• 4009-39-6 methyl phenyl hydrogen phosphate 
• 59045-84-0 C₁₁H₁₀NO₃P 

Relevant articles and documents

Evaluation of phosphoramidon and three synthetic phosphonates for inhibition of botulinum neurotoxin B catalytic activity

Three putative metalloprotease inhibitors were synthesized and tested for their ability to inhibit the catalytic activity of botulinum neurotoxin B light chain (BoNT/B LC). The compounds were designed to emulate the naturally occurring metalloprotease inhibitor phosphoramidon, which has been reported to be a weak antagonist of BoNT/B action. All three analogs contained the dipeptide Phe-Glu in place of Leu-Trp of phosphoramidon and possessed a phenyl, ethyl or methyl group in place of the rhamnose sugar of the parent compound. The inhibitors were evaluated in a cell-free assay based on the detection of a fluorescent product following cleavage of a 50-mer synaptobrevin peptide ([Pya88] S 39-88) by BoNT/B LC. This peptide corresponds to the hydrophilic core of synaptobrevin-2 and contains a fluorescent analog L-pyrenylalanine (Pya) in place of Tyr88. Cleavage of [Pya88] S 39-88 by BoNT/B LC gives rise to fragments of 38 and 12 amino acid residues. Quantification of BoNT/B-mediated substrate cleavage was achieved by separating the 12-mer fragment (FETSAAKLKRK-Pya) that contains the C-terminal fluorophore and measuring fluorescence at 377 nm. The results indicate that the phenyl-substituted synthetic compound ICD 2821 was slightly more active than phosphoramidon, but analogs with methyl or ethyl substitutions were relatively inactive. These findings suggest that phosphonate monoesters may be useful for providing insights into the structural requirement of BoNT/B protease inhibitors.

Palladium-catalyzed ortho-alkenylation of aryl hydrogen phosphates using a new mono-phosphoric acid directing group

A highly efficient Pd-catalyzed ortho-alkenylation is reported using a mono-phosphoric acid-directing group for the first time. This phosphoric acid-directing group is successfully utilized for the synthesis of various alkenylated products and offers a new approach to transition-metal-catalyzed C-H activation. The Royal Society of Chemistry 2013.