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Benzyl(diethyl)phosphine oxide, also known as (diethylphosphinooxy)benzene, is an organophosphorus compound with the chemical formula C10H15O2P. It is a colorless to pale yellow liquid that is soluble in organic solvents. benzyl(diethyl)phosphine oxide is primarily used as a ligand in homogeneous catalysis, particularly in transition metal-catalyzed reactions, due to its ability to form stable complexes with metal centers. It is also employed as a reagent in the synthesis of various organic compounds and as a stabilizer in the production of certain polymers. Benzyl(diethyl)phosphine oxide is known for its stability and selectivity in catalytic applications, making it a valuable tool in the field of organic chemistry.

4519-78-2

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4519-78-2 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 4519-78-2 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 4,5,1 and 9 respectively; the second part has 2 digits, 7 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 4519-78:
(6*4)+(5*5)+(4*1)+(3*9)+(2*7)+(1*8)=102
102 % 10 = 2
So 4519-78-2 is a valid CAS Registry Number.

4519-78-2Relevant academic research and scientific papers

Ph2PI as a reduction/phosphination reagent: Providing easy access to phosphine oxides

Wang, Feijun,Qu, Mingliang,Chen, Feng,Xu, Qin,Shi, Min

, p. 8580 - 8582 (2012/09/22)

The reaction of aldehydes with Ph2PI provides a facile way to the synthesis of pentavalent phosphine compounds with moderate to good yields.

Lewis acid catalyzed room-temperature Michaelis-Arbuzov rearrangement

Renard, Pierre-Yves,Vayron, Philippe,Leclerc, Eric,Valleix, Alain,Mioskowski, Charles

, p. 2389 - 2392 (2007/10/03)

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.

Trimethylsilyl halide-promoted Michaelis-Arbuzov rearrangement

Renard, Pierre-Yves,Vayron, Philippe,Mioskowski, Charles

, p. 1661 - 1664 (2007/10/03)

(Matrix presented) We describe a new, straightforward, and easy-to-handle method for achieving an unprecedented trimethylsilyl halide-catalyzed Michaelis-Arbuzov-like rearrangement. This rearrangement occurs at temperatures from room temperature to 80°C and does not require addition of any alkyl halide. The scope and limitations of this new reaction are explored, as well as its mechanism.

Reactions of elemental phosphorus and phosphines with electrophiles in superbasic systems: XII. Synthesis of unsymmetrical tertiary phosphine oxides from red phosphorus and organyl halides

Gusarova,Shaikhudinova,Ivanova,Reutskaya,Albanov,Trofimov

, p. 718 - 720 (2007/10/03)

Alkyldibenzyl- and benzyldialkylphosphine oxides were prepared in one stage by direct phosphorylation of a mixture of alkyl bromides and benzyl chloride with red phosphorus under the conditions of phase-transfer catalysis (concentrated aqueous KOH solution-dioxane-benzyltriethylammonium chloride).

Anilide derivative, production and use thereof

-

, (2008/06/13)

This invention is to provide a compound of the formula: wherein R1 is an optionally substituted 5- to 6-membered ring: C is a divalent group of the formula: wherein the ring A is an optionally substituted 5- to 6-membered aromatic ring, X is an optionally substituted C, N or O atom, and the ring B is an optionally substituted 5- to 7-membered ring; Z is a chemical bond or a divalent group; R2 is (1) an optionally substituted amino group in which a nitrogen atom may form a quaternary ammonium, etc., or a salt thereof, which is useful for antagonizing MCP-1 receptor.

Equilibrium CH-acidity of organophosphorus compounds - Communication 1. Influence of the solvent on the CH-acidity of phosphine oxides and phosphine sulfides

Mesyats,Tsvetkov,Petrov,Terekhova,Shatenshtein,Kabachnik

, p. 2399 - 2405 (2007/10/10)

1. The equilibrium CH-acidity (pK) of phosphine oxides and phosphine sulfides of analogous structure was determined in diglyme (DG) and in DMSO by the method of transmetallation. The acidity of the phosphine sulfides is almost unchanged from one solvent to another. The acidity of phosphine oxides in relatively nonpolar DG is three to five orders of magnitude higher than in DMSO, on account of the coordination of the phosphoryl group of the carbanions with the alkali metal cation in DG. The ionic dissociation constants of Li-substituted phosphine oxides in DG are two to three orders of magnitude lower than for phosphine sulfides. The distance between ions in ion pairs in Li-substituted phosphine oxides is reduced. 2. For an estimation of the acidifying effect of phosphinyl and thiophosphinyl groups, we used the pK in DMSO. Thiophosphinyl substituents negligibly exceed phosphinyl groups in their summary acidifying effect. 3. The introduction of (C6H5)2PO and (C6H5)2PS groups as substituants into diphenylmethane and fluorene increases the acidity of the latter by ~8 units of pK.

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