55861-16-0

Basic information

• Product Name: Phosphine oxide, oxophenyl-
• CAS NO: 55861-16-0
• Molecular Formula: C6H5O2P
• Molecular Weight: 140.078
• Mol File: 55861-16-0.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: Phosphine oxide, oxophenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Phosphine oxide, oxophenyl-(55861-16-0)
• EPA Substance Registry System: Phosphine oxide, oxophenyl-(55861-16-0)

Safety Data

• Hazardous Substances Data: 55861-16-0(Hazardous Substances Data)

Upstream product

• 182175-26-4 N-(1-adamantyl)phenylphosphonamidic acid 
• 824-72-6 P,P-dichlorophenylphosphine oxide 
• 56252-44-9 N-(1-adamantyl)phenylphosphonochloramidate 
• 2310-87-4 phenyl-phosphonic acid monophenyl ester 
• 57072-35-2 p-nitrophenyl phenyl phosphonate 
• 638-21-1 phenylphosphane 
• 22846-16-8 ethylene phenyl phosphite 

Downstream Products

• 4526-15-2 --anhydrid 
• 1831-31-8 4-methyl-2-phenyl-1,3,2-dioxaphospholane 2-oxide 
• 15097-25-3 O-butyl-P-phenyl-phosphonic O,O'-dibutyl-phosphorous anhydride 
• 15097-24-2 O,O'-dipropyl-phosphorous P-phenyl-O-propyl-phosphonic anhydride 
• 13468-89-8 2-phenyl-[1,3,2]dioxaphospholane-2-oxide 

Relevant articles and documents

Preparation and Characterization of Parent Phenylphosphinidene and Its Oxidation to Phenyldioxophosphorane: The Elusive Phosphorus Analogue of Nitrobenzene

Triplet phenylphosphinidene was prepared by light-induced elimination of ethylene from the corresponding phenylphosphirane and was characterized by IR and UV/vis spectroscopy together with matching of its spectral data with density functional theory computations. The photolysis of phenylphosphirane in 3P-O2 doped matrices enabled the spectroscopic identification of a hitherto unknown phenyldioxophosphorane, the long elusive phosphorus analogue of nitrobenzene.

Fragmentation of a phenylphosphonamidic acid as a new technique for the generation of phenyl dioxophosphorane

N-(1-Adamantyl) phenylphosphonamidic acid (3), an easily prepared solid, on heating in toluene or 1,2-dichloroethane gave the crystalline adamantylamine salt of the anhydride PhP(O)(NHAd)-O-PPh(O)(OH). The mechanism is proposed to involve first the fragmentation of 3 to form phenyl dioxophosphorane, PhPO2, which then acts as a phosphorylating agent to unreacted 3. This mechanism was supported by the observation of first-order kinetics for the consumption of 3. When the phosphonamidic acid was fragmented in the presence of an alcohol, the intermediate PhPO2 was trapped as the monoalkyl phenylphosphonate. The OH groups on the surface of silica gel were also phosphonylated by PhPO2. The acidic OH group of a phosphoric acid monoester (thymyl phosphate) was phosphonylated to give Thy-O-P(O)(OH)-O-PPh(O)(OH). It is concluded from this study that N-(1-adamantyl) phenylphosphonamidic acid is a useful precursor of phenyl dioxophosphorane, which can perform valuable phosphonylation operations.