2096-78-8

Basic information

• Product Name: DIPHENYL(VINYL)PHOSPHINE OXIDE
• Synonyms: AURORA KA-1579;DIPHENYL(VINYL)PHOSPHINE OXIDE;PHOSPHINE, ETHENYLDIPHENYL-, OXIDE;[ethenyl(phenyl)phosphoryl]benzene;[phenyl(vinyl)phosphoryl]benzene;Phosphine oxide, ethenyldiphenyl-
• CAS NO: 2096-78-8
• Molecular Formula: C₁₄H₁₃OP
• Molecular Weight: 228.23
• Mol File: 2096-78-8.mol
• Article Data: 34

Chemical Properties

• Melting Point: 117.5℃
• Boiling Point: 397.6 °C at 760 mmHg
• Flash Point: 194.3 °C
• Appearance: /
• Density: 1.11 g/cm³
• Vapor Pressure: 3.59E-06mmHg at 25°C
• Refractive Index: 1.571
• CAS DataBase Reference: DIPHENYL(VINYL)PHOSPHINE OXIDE(CAS DataBase Reference)
• NIST Chemistry Reference: DIPHENYL(VINYL)PHOSPHINE OXIDE(2096-78-8)
• EPA Substance Registry System: DIPHENYL(VINYL)PHOSPHINE OXIDE(2096-78-8)

Safety Data

• Hazardous Substances Data: 2096-78-8(Hazardous Substances Data)

Usage

Description

DIPHENYL(VINYL)PHOSPHINE OXIDE is an organic compound with the chemical formula (C6H5)2P(O)CH=CH2. It is a colorless to pale yellow liquid with a characteristic odor. DIPHENYL(VINYL)PHOSPHINE OXIDE is known for its chemical reactivity and is often utilized as a starting material in the synthesis of various chemical products.

Uses

Used in Chemical Synthesis:
DIPHENYL(VINYL)PHOSPHINE OXIDE is used as a starting material for the synthesis of sorbents, which are designed for the selective and effective sorption of specific ions. In this case, it is particularly useful for the sorption of Am(III) from HNO3 solutions containing high concentrations of Fe(III) and Zr(IV). The compound plays a crucial role in the development of these sorbents, enabling the efficient separation and recovery of targeted ions from complex mixtures.
Used in Environmental Applications:
In the environmental industry, DIPHENYL(VINYL)PHOSPHINE OXIDE is used as a component in the development of advanced sorbent materials. These materials are designed to address the challenges of contaminated water sources, particularly those containing hazardous heavy metal ions. The compound contributes to the creation of sorbents with high selectivity and affinity for specific ions, facilitating the removal of these contaminants from the environment and promoting cleaner water sources.
Used in Nuclear Industry:
DIPHENYL(VINYL)PHOSPHINE OXIDE is also utilized in the nuclear industry, where it serves as a key component in the synthesis of materials for the selective sorption of radioactive isotopes. The compound's unique properties make it an ideal candidate for the development of sorbents that can effectively capture and separate radioactive elements, such as Am(III), from other ions in nuclear waste streams. This application is crucial for the safe management and disposal of radioactive waste, as well as the decontamination of nuclear facilities.

Synthesis Reference(s)

Synthesis, p. 691, 1986 DOI: 10.1055/s-1986-31753

InChI:InChI=1/C14H13OP/c1-2-16(15,13-9-5-3-6-10-13)14-11-7-4-8-12-14/h2-12H,1H2

Upstream product

• 13172-83-3 diphenyl(β-chloroethyl)phosphine oxide 
• 719-80-2 Ethyl diphenylphosphinite 
• 106-93-4 ethylene dibromide 
• 1826-67-1 vinyl magnesium bromide 
• 1499-21-4 Diphenylphosphinic chloride 
• 75-21-8 oxirane 
• 4559-70-0 Diphenylphosphine oxide 
• 693-03-8 n-butyl magnesium bromide 
• 55743-31-2 (1-chlorovinyl)diphenylphosphine oxide 
• 50-00-0 formaldehyd 
• 58263-57-3 O,O-diethyl, diphenylmethylenephosphonophosphinate 
• 1455-05-6 2-chloroethyl phosphorodichloridate 
• 23402-69-9 lithium diphenylcuprate 
• 887-21-8 2-(diphenylphosphinyl)ethanol 

Downstream Products

• 24422-55-7 P-(N,N-dimethylaminoethyl)-P,P-diphenylphosphine oxide 
• 20545-23-7 5-diphenylphosphinoyl-3-phenyl-4,5-dihydro-isoxazole 
• 20545-26-0 5-diphenylphosphinoyl-2,3-diphenyl-isoxazolidine 
• 53128-07-7 Diethyl-phosphinodithioic acid 2-(diphenyl-phosphinoyl)-ethyl ester 
• 55743-46-9 1-Diaethylphosphinyl-2-diphenyl-phosphinylaethan 
• 53128-08-8 Diphenyl-phosphinodithioic acid 2-(diphenyl-phosphinoyl)-ethyl ester 
• 4151-27-3 1,4-bis(diphenylphosphinyl)butane 
• 54664-05-0 1-(2-diphenylphosphinoylethyl)pyrrolidine 
• 54664-06-1 β-Piperidinoethyldiphenylphosphine oxide 
• 54664-07-2 1-(2-diphenylphosphinoylethyl)morpholine 
• 131480-31-4 2-diphenylphosphinylhexahydro-2H-isoxazolo<2,3-a>pyridine 
• 131480-32-5 3-diphenylphosphinylhexahydro-2H-isoxazolo<2,3-a>pyridine 
• 125155-34-2 cis-6,6-dimethyl-3-diphenylphosphinylhexahydropyrrolo<1,2-b>isoxazole 
• 125155-33-1 cis-6,6-dimethyl-2-diphenylphosphinylhexahydropyrrolo<1,2-b>isoxazole 

Relevant articles and documents

Synthesis of vinylphosphine oxides: vinyl selenides as vinylating agents

2-(Alkylselanyl)ethyl(diorgano)phosphine selenides readily accessible from secondary phosphine selenides and alkyl vinyl selenides react with aqueous solution of hydrogen peroxide to form vinylphosphine oxides in high yields.

New approach in the synthesis of hybrid polymers grafted with polyhedral oligomeric silsesquioxane and their physical and viscoelastic properties

Synthesis, chain characteristics, and time-dependent viscoelastic response of polyhedral oligomeric silsesquioxanes (POSS)-containing hybrid polymers were investigated. Unlike many other reported POSS hybrid copolymers works, the POSS-grafted copolymers u

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2-Phenoxyethyldiphenylphosphine oxide as an equivalent of diphenylvinylphosphine oxide in nucleophilic additions

A facile method for the synthesis of β-functionalized ethyldiphenylphosphine oxides is developed based on readily available 2-phenoxyethyldiphenylphosphine oxide used as an equivalent of diphenylvinylphosphine oxide in the reactions of addition of different PH- and NH-nucleophiles in DMSO in the presence of KOH. The transformations of labile phosphine oxides of a general formula Ph2P(O)CH2CH2OR, where R = Ph, H, or Ph2P(O)CH = CH2, in aq.KOH/DMSO and solid KOH/DMSO systems are explored in the absence of nucleophilic reagents.

Engineering Catalysts for Selective Ester Hydrogenation

The development of efficient catalysts and processes for synthesizing functionalized (olefinic and/or chiral) primary alcohols and fluoral hemiacetals is currently needed. These are valuable building blocks for pharmaceuticals, agrochemicals, perfumes, and so forth. From an economic standpoint, bench-stable Takasago Int. Corp.'s Ru-PNP, more commonly known as Ru-MACHO, and Gusev's Ru-SNS complexes are arguably the most appealing molecular catalysts to access primary alcohols from esters and H2 (Waser, M. et al. Org. Proc. Res. Dev. 2018, 22, 862). This work introduces economically competitive Ru-SNP(O)z complexes (z = 0, 1), which combine key structural elements of both of these catalysts. In particular, the incorporation of SNP heteroatoms into the ligand skeleton was found to be crucial for the design of a more product-selective catalyst in the synthesis of fluoral hemiacetals under kinetically controlled conditions. Based on experimental observations and computational analysis, this paper further extends the current state-of-the-art understanding of the accelerative role of KO-t-C4H9 in ester hydrogenation. It attempts to explain why a maximum turnover is seen to occur starting at 25 mol % base, in contrast to only 10 mol % with ketones as substrates.