19236-61-4

Usage

Uses

Used in Polymer and Resin Production:
Dibenzyl phenylphosphonate is used as a flame retardant and plasticizer in the production of polymers and resins. Its flame-retardant properties are beneficial for enhancing the safety and performance of these materials, particularly in industries where fire resistance is a critical factor.
Used in Industrial Material Production:
In the manufacturing of various industrial materials, dibenzyl phenylphosphonate serves as a key component due to its ability to improve the flame resistance of the final products. This makes it suitable for applications in sectors where materials are exposed to high temperatures or potential fire hazards.
Used in Organic Phosphorus Compound Synthesis:
Dibenzyl phenylphosphonate is utilized as a starting material or intermediate in the synthesis of a variety of organic phosphorus compounds. Its unique structure and reactivity make it a valuable precursor in the development of new phosphorus-containing molecules for diverse applications.
Used as a Stabilizer for Organic Peroxides:
In the chemical industry, dibenzyl phenylphosphonate is employed as a stabilizer for organic peroxides. Its stabilizing effect helps to prevent the premature decomposition of these reactive compounds, ensuring their safe handling and use in various chemical processes.
Overall, dibenzyl phenylphosphonate's multifaceted applications underscore its importance in the chemical and materials industries, where its flame-retardant and stabilizing properties are highly sought after.

Upstream product

• 824-72-6 P,P-dichlorophenylphosphine oxide 
• 111-77-3 2-(2-methoxyethoxy)ethyl alcohol 
• 112-72-1 1-Tetradecanol 
• 67-56-1 methanol 
• 100-51-6 benzyl alcohol 
• 20194-18-7 sodium phenyl-methanolate 
• 2768-50-5 dibenzyl L-glutamate 
• 50972-25-3 C₁₃H₁₂ClO₂P 
• 17176-77-1 Dibenzyl phosphite 
• 98-80-6 phenylboronic acid 
• 873-55-2 sodium benzenesulfonate 
• 603-33-8 triphenylbismuthane 
• 88284-48-4 2-(trimethylsilyl)phenyl trifluoromethanesulfonate 
• 780-69-8 triethoxyphenylsilane 

Downstream Products

• 101-81-5 Diphenylmethane 
• 1571-33-1 phenylphosphonate 
• 19236-48-7 monobenzyl phenylphosphonate 
• 103730-93-4 1-benzylbenzene-2,3,4,5,6-d₅ 

Relevant academic research and scientific papers

Cobalt catalyzed C-P bond formation by cross-coupling of boronic acids with P(O)H compounds in presence of zinc

In our current work, we have reported the first cobalt-catalyzed cross-coupling of arylboronic acid with alkyl/aryl phosphites under mild conditions. The reaction was carried out in the presence of zinc powder as an additive and ter-pyridine as a ligand. The use of non-precious cobalt salt makes the protocol advantageous, as it is inexpensive and more abundant than the previously used methods where precious metal salts (Pd and Pt) were used. The reaction has a wide substrate scope and the products were obtained in good yields.

The Palladium Acetate-Catalyzed Microwave-Assisted Hirao Reaction without an Added Phosphorus Ligand as a “Green” Protocol: A Quantum Chemical Study on the Mechanism

It was proved by our experiments that on microwave irradiation, the mono- or bidentate phosphorus ligands generally applied in the palladium(II)-catalyzed P–C coupling reaction of aryl bromides and dialkyl phosphites or secondary phosphine oxides may be substituted by the excess of the >P(O)H reagent that exists under a tautomeric equilibrium. Taking into account that the reduction of the palladium(II) salt and the ligation of the palladium(0) so formed requires 3 equivalents of the P-species for the catalyst applied in a quantity of 5–10%, all together, 15–30% of the P-reagent is necessary beyond its stoichiometric quantity. In the coupling reaction of diphenylphosphine oxide, it was possible to apply diethyl phosphite as the reducing agent and as the P-ligand. The reactivities of the diethyl phosphite and diphenylphosphine oxide reagents were compared in a competitive reaction. The mechanism and the energetics of this new variation of the Hirao reaction of bromobenzene with Y2P(O)H reagents (Y=EtO and Ph) was explored by quantum chemical calculations. The first detailed study on simple reaction models justified our assumption that, under the conditions of the reaction, the trivalent form of the >P(O)H reagent may serve as the P-ligand in the palladium(0) catalyst, and shed light on the fine mechanism of the reaction sequence. The existence of the earlier described bis(palladium complex) {[H(OPh2P)2PdOAc]2} was refuted by high level theoretical calculations. This kind of complex may be formed only with chloride anions instead of the acetate anion. The interaction of palladium acetate and Y2P(O)H may result in only the formation of the [(HO)Y2P]2Pd complex that is the active catalyst in the Hirao reaction. The new variation of the Hirao reaction is of a more general value, and represents the greenest protocol, as there is no need for the usual P-ligands. Instead, the >P(O)H reagent should be used in an excess of up to 30%. Hence, the costs and environmental burdens may be decreased. (Figure presented.).

Ar-P bond construction by the Pd-catalyzed oxidative cross-coupling of arylsilanes with H-phosphonates via C-Si bond cleavage

A novel and efficient methodology that allows for the construction of Ar-P bonds via the Pd-catalyzed oxidative cross-coupling reaction of various arylsilanes with H-phosphonates leading to valuable arylphosphonates has been developed.

P-Arylation of Dialkyl Phosphites and Secondary Phosphine Oxides with Arynes

The novel P-arylation of dialkyl phosphites and secondary phosphine oxides with arynes has been achieved. The reactions produce dialkyl arylphosphonates in 71-99% yield and tertiary phosphine oxides in 68-92% yield under mild conditions.

Experimental and theoretical study on palladium-catalyzed c-p bond formation via direct coupling of triarylbismuths with p(o)-h compounds

A novel and highly efficient Pd-catalyzed cross-coupling of triarylbismuths with a variety of P(O)-H compounds has been developed that proceeds smoothly without exclusion of moisture or air and provides a general and powerful tool for the preparation of various valuable arylphosphonates, arylphosphinates, and arylphosphine oxides, with high atom-economy, operational simplicity of the procedure, and good to high yield. The coupling reaction is the first example of transition-metal-catalyzed C-P bond construction using triarylbismuth compounds as substrates. DFT calculations reveal that C-P bond formation is the rate-determing step.

Palladium-catalyzed desulfitative cross-coupling reaction of sodium arylsulfinates with H-phosphonate diesters

A novel and convenient palladium-catalyzed cross-coupling reaction of H-phosphonate diesters with sodium arylsulfinates was developed via desulfitation in the presence of silver carbonate and tetra-butylammonium chloride. This method is highly efficient and provides a rapid access to a broad spectrum of arylphosphonate diesters in good to excellent yields.

Copper-catalyzed P-arylation via direct coupling of diaryliodonium salts with phosphorus nucleophiles at room temperature

A new method for copper-catalyzed P-C bond formation through reaction of phosphorus nucleophiles with diaryliodonium salts at room temperature is described. Most target products are obtained with this method in high yields within a short reaction time of 10 min. It can be easily adapted to large-scale preparations. When unsymmetrical iodonium salts are employed, nucleophilic substitution occurs preferentially on the sterically hindered aromatic ring or the more electron-deficient ring.

Copper-catalyzed C-P bond construction via direct coupling of phenylboronic acids with H-phosphonate diesters

A mild and efficient method was developed for the copper-catalyzed additions of H-phosphonate diesters to boronic acids under the copper catalyst system Cu2O/1,10-phenanthroline. To the best of our knowledge this finding is the first example of a copper-catalyzed synthesis of aryl phosphonates from arylboronic acids and H-phosphonate dialkyl esters.

Phosphorous-containing cysteine and serine protease inhibitors

The present invention is directed to novel phosphorous-containing inhibitors of cysteine or serine proteases. Methods for the use of the protease inhibitors are also described.

A convenient two-step one-pot synthesis of phosphonamidates

Phosphonamidates are formed in high yield from a one-pot sequential reaction of a phosphonyl dichloride with an alcohol and then an amine in the presence of catalytic 1H-tetrazole. Undesired disubstitution of the phoshphonyl dichloride by the alcohol or the amine is minimal due to the presence of tetrazole.