7309-49-1

Usage

Uses

Used in Polymer Industry:
Phosphine oxide, ethylmethylphenylis used as a flame retardant for enhancing the fire resistance of polymers, thereby improving their safety characteristics in applications where flammability is a concern.
Used in Resin Industry:
In the resin industry, Phosphine oxide, ethylmethylphenyl- serves as a plasticizer, which helps to increase the flexibility and workability of resins, facilitating their processing and application in various end products.
Used in Adhesive Industry:
Phosphine oxide, ethylmethylphenylis utilized as a plasticizer in adhesive formulations, contributing to improved adhesive performance by altering the viscosity and enhancing the bonding properties.
Used in Organic Material Production:
This phosphine oxide is employed as a stabilizer and anti-oxidant in the production of organic materials, where it helps to prevent degradation and extend the material's lifespan.

Upstream product

• 13639-73-1 (ethyl)(methyl)(phenyl)phosphine sulfide 
• 288624-89-5 (ethoxy) (methyl) (phenyl)phosphine 
• 22846-16-8 ethylene phenyl phosphite 
• 13639-62-8 chloromethylphenylphosphine sulfide 
• 3619-83-8 meso-1,2-dimethyl-1,2-diphenyldiphosphine disulfide 
• 2946-61-4 phenylphosphonous acid dimethyl ester 
• 6389-79-3 methyl methylphenylphosphinate 
• 925-90-6 ethylmagnesium bromide 
• 5761-97-7 methyl(phenyl)phosphinic chloride 
• 644-97-3 Dichlorophenylphosphine 
• 19315-13-0 methyl(phenyl)phosphineoxide 
• 120963-25-9 racemic methylphenylvinylphosphine oxide 
• 74-96-4 ethyl bromide 
• 172487-18-2 ethyl Phenylphosphinate 

Downstream Products

• 26515-05-9 (-)-(S_P)-ethylmethylphenylphosphine oxide 

Relevant academic research and scientific papers

1-Methyl-1-phenylphosphiranium Triflate: Synthesis, Structure and Reactivity

1-Phenylphosphirane reacts with methyl triflate to give 1-methyl-1-phenylphosphiranium triflate, which reacts with acetylenes to give the corresponding phosphirenium salts.

Facile syntheses and interconversions between simple phosphiranium and phosphirenium salts

The first phosphiranium salt, 1-methyl-1-phenylphosphiranium triflate (1), has been isolated in 73% yield from the reaction between 1-phenylphosphirane and methyl triflate in benzene. The crystal and molecular structures of 1 have been determined. The pho

A facile and practical preparation ofP-chiral phosphine oxides

A practical and cost-effective synthetic method ofP-chiral diarylalkyl, aryldialkyl, and triaryl phosphine oxides by using readily available chiral diphenyl-2-pyrrolidinemethanol as the auxiliary is developed. The long-standing racemization issue during s

Scalable Enantiomeric Separation of Dialkyl-Arylphosphine Oxides Based on Host–Guest Complexation with TADDOL-Derivatives, and their Recovery

Several dialkyl-arylphosphine oxides were prepared, and the enantioseparation of the corresponding racemates was elaborated with host–guest complexation using TADDOL-derivatives. The crystallization conditions were optimized and two separate crystallization methods, one in organic solvent, and the other in water, were found to yield five examples of phosphine oxides with enantiomeric excess values higher than 94 %. A gram scale resolution was performed, and both enantiomers of the methyl-phenyl-propyl-phosphine oxide were separated with (R,R)- or (S,S)-spiro-TADDOL. The intermolecular interactions responsible for the enantiomeric recognition between the chiral host and guest molecules were investigated by single-crystal X-ray diffractional structural determinations. The similarities in the structural patterns of a few diastereomeric crystals were checked by powder X-ray diffraction, as well. Organic solvent nanofiltration (OSN) was used as a scalable technique for the decomposition of the corresponding phosphine oxide–spiro-TADDOL molecular complexes, and for the recovery of the phosphine oxide enantiomers and resolving agents.

Stereoselective catalytic synthesis of P-stereogenic oxides via hydrogenative kinetic resolution

A highly stereoselective catalytic method for the preparation of structurally diverse P-stereogenic oxides has been developed. The approach relies on the ability of rhodium complexes derived from an enantiopure P-OP ligand to kinetically resolve racemic α,β-unsaturated phosphane oxides by hydrogenation of the C= C motif and formation of highly enantioenriched (or even enantiopure) P-stereogenic oxides. The practicality of the methodology has been demonstrated by the preparation of potentially functional P-chiral molecules for catalytic enantioselective synthesis.

Experimental and theoretical investigations of the stereoselective synthesis of P-stereogenic phosphine oxides

An efficient enantioselective strategy for the synthesis of variously substituted phosphine oxides has been developed, incorporating the use of (1S,2S)-2-aminocyclohexanol as the chiral auxiliary. The method relies on three key steps: 1) Highly diastereoselective formation of PV oxazaphospholidine, rationalized by a theoretical study; 2) highly diastereoselective ring-opening of the oxazaphospholidine oxide with organometallic reagents that takes place with inversion of configuration at the P atom; 3) enantioselective synthesis of phosphine oxides by cleavage of the remaining P-O bond. Interestingly, the use of a PIII phosphine precursor afforded a P-epimer oxazaphospholidine. Hence, the two enantiomeric phosphine oxides can be synthesized starting from either a PV or a PIII phosphine precursor, which constitutes a clear advantage for the stereoselective synthesis of sterically hindered phosphine oxides. That's handy: An efficient enantioselective strategy for the synthesis of variously substituted phosphine oxides was developed, incorporating the use of (1S,2S)-2-aminocyclohexanol as a chiral auxiliary, whereby enantiomeric phosphine oxides can be synthesized starting from either a PV or a PIII phosphine precursor.

Enantioselective preparation of P-chiral phosphine oxides

A highly efficient chiral auxiliary-based strategy for the asymmetric synthesis of P-chiral phosphine oxides in >98:2 er has been developed. The methodology involves the highly stereoselective formation of P-chiral oxazolidinones that then undergo displacement with a variety of Grignard reagents to prepare the desired phosphine oxides.

Lewis acid catalyzed room-temperature Michaelis-Arbuzov rearrangement

The taming of the shrew! For the first time, a broadly applicable efficient room-temperature Arbuzov rearrangement is described. This reaction is accomplished through an atom-economical Lewis acid catalyzed process (see scheme, TMSOTf=trimethylsilyl trifluoromethane-sulfonate). The method has been generalized to primary and activated secondary phosphites, phosphinites, and phosphonites.

Process for the preparation of tertiary phosphine oxides

Tertiary phosphine oxides are prepared by oxidation of tertiary phosphine sulfides using H2 O2 in a solvent comprising about 2-20% by weight of optionally halogenated lower aliphatic carboxylic acids and the remainder of mono- or pol

A SIMPLE CHIRAL SHIFT REAGENT FOR MEASUREMENT OF ENANTIOMERIC EXCESSES OF PHOSPHINE OXIDES

(R)-(-)-N-(3,5-dinitrobenzoyl)-α-phenylethylamine is a chiral shift reagent which allows ee measurements of various phosphine oxides.Good results were obtained for monophosphine oxides with asymmetric phosphorus centers as well as with an asymmetric carbon in α position of phosphorus.The reagent is also able differentiate the two enantiomers of racemic DIOP dioxide.