66325-70-0

Basic information

• Product Name: diisopropyl 2-phenylethylphosphonate
• Synonyms: diisopropyl 2-phenylethylphosphonate
• CAS NO: 66325-70-0
• Molecular Weight: 270.309
• Mol File: 66325-70-0.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: diisopropyl 2-phenylethylphosphonate(CAS DataBase Reference)
• NIST Chemistry Reference: diisopropyl 2-phenylethylphosphonate(66325-70-0)
• EPA Substance Registry System: diisopropyl 2-phenylethylphosphonate(66325-70-0)

Safety Data

• Hazardous Substances Data: 66325-70-0(Hazardous Substances Data)

Upstream product

• 55004-22-3 2-phenylethyl phosphorodichloridate 
• 67-63-0 isopropyl alcohol 
• 78463-00-0 diisopropyl (E)-(2-phenylethenyl)phosphonate 
• 123-62-6 propionic acid anhydride 
• 116-17-6 triisopropyl phosphite 
• 60-12-8 2-phenylethanol 
• 513-02-0 triisopropyl phosphate 
• 84675-06-9 di-isopropyl α-fluorostyrylphosphonate 

Relevant articles and documents

Alcohol-based Michaelis-Arbuzov reaction: An efficient and environmentally-benign method for C-P(O) bond formation

The famous Michaelis-Arbuzov reaction is extensively used both in the laboratory and industry to manufacture tons of widely-used organophosphoryl compounds every year. However, this method and the modified Michaelis-Arbuzov reactions developed recently still have some limitations. We now report a new alcohol-version of the Michaelis-Arbuzov reaction that can provide an efficient and environmentally-benign method to address the problems of the known Michaelis-Arbuzov reactions. That is, a wide range of alcohols can readily react with phosphites, phosphonites, and phosphinites to give all the three kinds of phosphoryl compounds (phosphonates, phosphinates, and phosphine oxides) using an n-Bu4NI-catalyzed efficient C-P(O) bond formation reaction. This general method can also be easily scaled up and used for further synthetic transformations in one pot.

Regioselective C-acylation of vinylphosphorus compounds through electroreduction or Mg-promoted reduction

Either of electroreduction or Mg-promoted electron-transfer reaction of vinylphosphonate derivatives 1-4 in the presence of acid anhydrides 5a-c or acid chlorides 15b,c brought about regioselective C-acylation to give the corresponding β-acylphosphonates 3 in good yields. The reaction may be initiated through one-electron transfer from either a cathode or Mg metal to a substrate to give the corresponding anion radical, which is then subjected to electrophilic attack of an acylating agent, followed by the fast second electron-transfer.

The Synthesis of α-Fluorovinylphosphonates

A general synthesis of α-fluorovinylphosphonates results from Wadsworth-Emmons condensation of tetra-alkyl fluoromethylenebisphosphonates with aldehydes and ketones with stereoselectivity favouring the less hindered product which can be reduced to give α-