3858-24-0

Upstream product

• 695-59-0 2,5-dihydro-1-methoxy-3-methyl-1H-phosphole 1-oxide 
• 697-31-4 1-ethoxy-3-methyl-2,5-dihydro-1H-phosphole 1-oxide 

Relevant academic research and scientific papers

Hydrolysis and alcoholysis of phosphinates and phosphonates

Phosphinic and phosphonic acids useful intermediates and biologically active compounds may be prepared from their esters: phosphinates and phosphonates, respectively, by acid-catalyzed hydrolysis either on conventional heating or on MW irradiation. The transesterification of alkyl phosphinates took place only in the presence of suitable ionic liquids as the catalysts. In the cases of phenylphosphonates, depending on the nature of the ionic liquid, the formation of the ester was accompanied by the fission of the C–O bond.

A study on the acidic hydrolysis of cyclic phosphinates: 1-Alkoxy-3-phospholene 1-oxides, 1-ethoxy-3-methylphospholane 1-oxide, and 1-ethoxy-3-methyl-1,2,3,4,5,6-hexahydrophosphinine 1-oxide

The hydrochloric acid-catalyzed hydrolysis of phosphinates was studied on 1-alkoxy-3-phospholene 1-oxides, 1-ethoxy-3-methylphospholane 1-oxide, and 1-ethoxy-3-methyl-1,2,3,4,5,6-hexahydrophosphinine 1-oxide as the model compounds. Under the conditions applied, the isomerization of the 3-phospholene moiety to the 2-phospholene ring also occurred leading to mixtures of the corresponding 1-hydroxy-3-phospholene oxide and 1-hydroxy-2-phospholene oxide. According to our optimized method, using 3 equivalents (0.5?mL) of concentrated hydrochloric acid in 1?mL of water per ca. 2 mmol of the substrate at reflux, the completion required 3-10?hour. The hydrolyses were characterized by pseudo-first-order rate constants and the isomerizations by rate constants. The application of p-toluenesulfonic acid under microwave irradiation at 140°C in the hydrolysis of 1-alkoxy-3-methyl-3-phospholene oxides associated with reaction times of 1-3?hour. The reactivity order of the 5- and 6-ring phosphinates in hydrolysis was set up.