98511-61-6

Basic information

• Product Name: ⁽¹⁸⁾O-triphenylphosphine oxide
• Synonyms: ⁽¹⁸⁾O-triphenylphosphine oxide
• CAS NO: 98511-61-6
• Molecular Weight: 280.291
• Mol File: 98511-61-6.mol

Chemical Properties

• CAS DataBase Reference: ⁽¹⁸⁾O-triphenylphosphine oxide(CAS DataBase Reference)
• NIST Chemistry Reference: ⁽¹⁸⁾O-triphenylphosphine oxide(98511-61-6)
• EPA Substance Registry System: ⁽¹⁸⁾O-triphenylphosphine oxide(98511-61-6)

Safety Data

• Hazardous Substances Data: 98511-61-6(Hazardous Substances Data)

Upstream product

• 603-35-0 triphenylphosphine 
• 1338338-67-2 C₉H₁₂⁽¹⁸⁾O 
• 142-62-1 hexanoic acid 
• 72450-51-2 bis(triphenyl)oxodiphosphonium trifluoromethanesulfonate salt 
• 67-63-0 isopropyl alcohol 
• 100-58-3 phenylmagnesium bromide 
• 51608-60-7 N-(benzylidene)-p-methylbenzenesulfonamide 
• 16640-68-9 cyanomethylene triphenylphosphorane 
• 16666-79-8 hexylidenetriphenylphosphoran 
• 14674-28-3 N-benzylidene-2-methylbenzenesulfonamide 
• 1003015-89-1 4-(3H-[1,2,3]triazolo[4,5-b]pyridin-3-yloxy)quinazoline 
• 14221-01-3 tetrakis(triphenylphosphine) palladium⁽⁰⁾ 
• 109299-78-7 pyrimidine 5-boronic acid 

Relevant articles and documents

Phosphine Oxidation with Water and Ferrocenium(III) Cation Induced by Visible-Light Irradiation

Stoichiometric oxidation of phosphines with water and ferrocenium(III) cation as the oxygen atom source and the oxidizing reagent, respectively, was achieved in acetonitrile under visible-light irradiation by using 2,6-lutidine as the proton acceptor. The reaction required light irradiation, under which fluorescence was observed for the acetonitrile solution of the ferrocenium(III) cation.

A Synthetic Oxygen Atom Transfer Photocycle from a Diruthenium Oxyanion Complex

Three new diruthenium oxyanion complexes have been prepared, crystallographically characterized, and screened for their potential to photochemically unmask a reactive Ru - Ru=O intermediate. The most promising candidate, Ru2(chp)4ONO

Kinetics and mechanism of PPh3 oxygenation with 3O2 catalyzed by a 1,3,2-oxazaphosphole as flavin mimic

A 1,3,2-oxazaphosphole picks up triplet dioxygen in 1:1 stoichiometry similar to flavin organic co-factors. 1,3,2-Oxazaphosphole catalyzes the oxygenation of triphenylphosphine to triphenylphosphine oxide. The reaction obeys an overall third order rate eq

Ligand-Constraint-Induced Peroxide Activation for Electrophilic Reactivity

μ-1,2-peroxo-bridged diiron(III) intermediates P are proposed as reactive intermediates in various biological oxidation reactions. In sMMO, P acts as an electrophile, and performs hydrogen atom and oxygen atom transfers to electron-rich substrates. In cyanobacterial ADO, however, P is postulated to react by nucleophilic attack on electrophilic carbon atoms. In biomimetic studies, the ability of μ-1,2-peroxo-bridged dimetal complexes of Fe, Co, Ni and Cu to act as nucleophiles that effect deformylation of aldehydes is documented. By performing reactivity and theoretical studies on an end-on μ-1,2-peroxodicobalt(III) complex 1 involving a non-heme ligand system, L1, supported on a Sn6O6 stannoxane core, we now show that a peroxo-bridged dimetal complex can also be a reactive electrophile. The observed electrophilic chemistry, which is induced by the constraints provided by the Sn6O6 core, represents a new domain for metal?peroxide reactivity.

Deuteriodifluoromethylation and gem-Difluoroalkenylation of Aldehydes Using ClCF2H in Continuous Flow

The deuteriodifluoromethyl group (CF2D) represents a challenging functional group due to difficult deuterium incorporation and unavailability of precursor reagents. Herein, we report the use of chlorodifluoromethane (ClCF2H) gas in t

A Mn(iv)-peroxo complex in the reactions with proton donors

Protons play an important role in promoting O-O or M-O bond cleavage of metal-peroxo complexes. Treatment of side-on O2-bound [PPN][MnIV(TMSPS3)(O2)] (1, PPN = bis(triphenylphosphine)iminium and TMSPS

On the incompatibility of lithium-O2 battery technology with CO2

When solubilized in a hexacarboxamide cryptand anion receptor, the peroxide dianion reacts rapidly with CO2 in polar aprotic organic media to produce hydroperoxycarbonate (HOOCO2-) and peroxydicarbonate (-O2COOCO2-). Peroxydicarbonate is subject to thermal fragmentation into two equivalents of the highly reactive carbonate radical anion, which promotes hydrogen atom abstraction reactions responsible for the oxidative degradation of organic solvents. The activation and conversion of the peroxide dianion by CO2 is general. Exposure of solid lithium peroxide (Li2O2) to CO2 in polar aprotic organic media results in aggressive oxidation. These findings indicate that CO2 must not be introduced in conditions relevant to typical lithium-O2 cell configurations, as production of HOOCO2- and -O2COOCO2- during lithium-O2 cell cycling will lead to cell degradation via oxidation of organic electrolytes and other vulnerable cell components.

Phosphine-promoted cyclization of dicyclopropenones

A novel phosphine-promoted intramolecular cyclization of dicyclopropenones 1 has been described in this contribution. A variety of 2,3-dihydro-1H-indene-4, 6-diol derivatives 2 and hexahydropentalen-2-one derivatives 3 were obtained selectively in moderat

Effects of phosphorus substituents on reactions of α- alkoxyphosphonium salts with nucleophiles

The effects of phosphorus substituents on the reactivity of α-alkoxyphosphonium salts with nucleophiles has been explored. Reactions of α-alkoxyphosphonium salts, prepared from various acetals and tris(o-tolyl)phosphine, with a variety of nucleophiles proceeded efficiently. These processes represent the first examples of high-yielding nucleophilic substitution reactions of α-alkoxyphosphonium salts. The reactivity of these salts was determined by a balance between steric and electronic factors, respectively, represented by cone angles θ and CO stretching frequencies ν (steric and electronic parameters, respectively). In addition, a novel reaction of α-alkoxyphosphonium salts derived from Ph3P with Grignard reagents was observed to take place in the presence of O2 to afford alcohols in good yields. A radical mechanism is proposed for this process that has gained support from isotope-labeling and radical-inhibition experiments. A dramatic change in the reactivity of an α-alkoxyphosphonium salt toward nucleophiles is observed due to the steric and electronic nature of the phosphine substituents. By changing the type of phosphorus substituents, the reaction pathway can be controlled to proceed selectively by substitution or a new radical reaction (see scheme; OTf=trifluoromethansulfonate, TMS=trimethylsilyl, o-tol=tolyl). Copyright

Recyclable hypervalent iodine(III) reagent iodosodilactone as an efficient coupling reagent for direct esterification, amidation, and peptide coupling

A hypervalent iodine(III) reagent plays a novel role as an efficient coupling reagent to promote the direct condensation between carboxylic acids and alcohols or amines to provide esters, macrocyclic lactones, amides, as well as peptides without racemization. The regeneration of iodosodilactone (1) can also be readily achieved. The intermediate acyloxyphosphonium ion C from the activation of a carboxylic acid is thought to be involved in the present esterification reaction.