4020-99-9

Usage

Uses

Used in Chemical Synthesis:
Diphenylmethoxyphosphine is used as a catalyst for hydroformylative desymmetrization of bisalkenyl carbinols and bishomoallylic carbinols, enabling the production of valuable intermediates for further chemical reactions.
Used in Pharmaceutical Industry:
Diphenylmethoxyphosphine is used as a ligand in rhodium-catalyzed hydroformylation of bishomoallylic alcohols, which is an important process in the synthesis of various pharmaceutical compounds.
Used in Production of γ-Lactones:
Diphenylmethoxyphosphine is used as a catalyst in the preparation of γ-lactones via branched-regioselective hydroformylation reactions, which are key components in the synthesis of various biologically active molecules.
Used in Nickel-Catalyzed Hydrocyanation Reactions:
Diphenylmethoxyphosphine is used as a ligand for nickel-catalyzed hydrocyanation reactions, which are crucial in the synthesis of nitriles, an essential class of compounds in the chemical and pharmaceutical industries.
Used in Annulation Reactions:
Diphenylmethoxyphosphine is used as a catalyst in annulation reactions, which are important for constructing complex molecular structures, particularly in the synthesis of natural products and pharmaceuticals.

InChI:InChI=1/C13H13OP/c1-14-15(12-8-4-2-5-9-12)13-10-6-3-7-11-13/h2-11H,1H3

Upstream product

• 67-56-1 methanol 
• 1079-66-9 chloro-diphenylphosphine 
• 431-47-0 trifluoroacetic acid-methyl ester 
• 6840-01-3 (dimethylamino)(diphenyl)phosphine 
• 3096-08-0 O-methyl diphenylphosphinothioate 
• 81200-75-1 diphenyl-α-nitromethylisopropylphosphine oxide 
• 4559-70-0 Diphenylphosphine oxide 
• 87794-71-6 fac-[IrH(COC₆H₂Me₂-4,6-CH₂-2)(Ph₂POMe)] 
• 124-41-4 sodium methylate 
• 71-43-2 benzene 
• 108-86-1 bromobenzene 
• 121-45-9 phosphorous acid trimethyl ester 
• 1707-03-5 diphenyl-phosphinic acid 
• 74-88-4 methyl iodide 

Downstream Products

• 56641-76-0 diphenyltrichloromethylphosphine oxide 
• 121848-42-8 (α-diphenylphosphinoyl-benzyliden)-amidophosphoric acid diphenyl ester 
• 27384-09-4 diphenyl(acetyl)phosphine oxide 
• 71379-06-1 3-(2,6-dimethyl-phenyl)-2-methoxy-2,2-diphenyl-2,3-dihydro-2λ⁵-benzo[1,3,2]thiazaphosphole 
• 71379-10-7 2-methoxy-2,2-diphenyl-3-(2,4,6-trimethyl-phenyl)-2,3-dihydro-2λ⁵-benzo[1,3,2]thiazaphosphole 
• 53378-98-6 2-Methoxy-4,4,5,5-tetramethyl-2,2-diphenyl-2λ⁵-[1,3,2]dioxaphospholane 
• 57313-61-8 Diphenyl-phosphinic acid 2,3,3-trichloro-1-[1-chloro-meth-(Z)-ylidene]-allyl ester 
• 70874-32-7 C₁₆H₁₂Cl₃O₂P 
• 57313-53-8 Diphenyl-phosphinic acid 2,3,3-trichloro-1-dichloromethylene-allyl ester 
• 53174-53-1 (CF₃)2CNC(CF₃)2(NP(OCH₃)(C₆H₅)2) 
• 57313-55-0 Diphenyl-phosphinic acid 3,3-dichloro-1-dichloromethylene-allyl ester 
• 67201-31-4 2,3-dihydro-2-methoxy-2,2-diphenyl-1,3,2-benzoxazaphosph(V)ole 
• 55422-16-7 [Bis-(diphenyl-phosphinoyl)-methyl]-[1-phenyl-meth-(E)-ylidene]-amine 
• 58791-25-6 2-methoxy-2,2,5-triphenyl-3,3-bis-trifluoromethyl-2,3-dihydro-2λ⁵-[1,4,2]oxazaphosphole 

Relevant academic research and scientific papers

The unexpected formation of P-ylide in the reaction of 3-azido 1,4-benzodiazepine with tricyclohexylphosphine

Reaction of substituted 3-azido 1,4-benzodiazepine with tricyclohexylphosphine is not the Staudinger reaction and unexpectedly results in P-ylide of 1,4-benzodiazepine. This is the first example of organic azides exhibiting the pseudo halide properties in the reactions of trivalent phosphorus compounds.

Reactions of Ferrocenium Hexafluorophosphate with P?OR Nucleophiles Give Ring C?H Functionalization or Ring Replacement Products Depending on the Phosphorus Reagent

Ferrocenium hexafluorophosphate reacts with different P?OR nucleophiles (PR3) in CH2Cl2 at room temperature to give either half-sandwich complexes [CpFe(PR3)3](PF6) (PR3=P(OMe)3, P(OEt)3, PhP(OMe)2) or ferrocenylphosphonium salts [CpFe(C5H4PR3)](PF6) (PR3=iPr2P(OMe), iPr2P(OEt)). Mixtures of both products are formed for some other nucleophiles (PR3=Ph2P(OMe), Ph2P(OEt), PhP(OiPr)2). The mechanism of the former reaction was established using DFT calculations. This reaction pathway is especially characteristic of π-acceptor nucleophiles, which is presumably explained by their ability to stabilize the 19e intermediates. The result of the reaction with tertiary phosphines, aminophosphines, and P?OR nucleophiles can be reliably predicted based on the values of the Tolman electronic parameter (below 2070 cm?1 – only ferrocenylphosphonium salt, in between 2073 cm?1 and 2080 cm?1 – only half-sandwich complex, and in the range from 2070 cm?1 to 2073 cm?1 – mixtures of both products).

Silver-Catalyzed Regioselective Phosphorylation of para-Quinone Methides with P(III)-Nucleophiles

A simple and efficient method for the silver-catalyzed regioselective phosphorylation of para-quinone methides (p-QMs) with P(III)-nucleophiles (P(OR)3, ArP(OR)2, Ar2P-OR) has been established via Michaelis-Arbuzov-type reaction. A broad range of P(III)-nucleophiles and para-quinone methides are well tolerated under the mild conditions, giving the expected diarylmethyl-substituted organophosphorus compounds with good to excellent yields. Moreover, a series of corresponding enantiomers can be obtained by employing dialkyl arylphosphonite (ArP(OR)2) as substrates. The control experiments and 31P NMR tracking experiments were also performed to gain insights for the plausible reaction mechanism. This protocol may have significant implications for the formation of C(sp3)-P bonds in Michaelis-Arbuzov-type reactions.

Preparation method of material compound

The invention provides a preparation method of a diarylphosphonate compound, which comprises the following steps: in a protective gas atmosphere, taking diarylphosphonic acid and halogenated alkane as raw materials, taking heteropoly acid as a catalyst and taking an organic solvent as a solvent, and conducting reacting to obtain the diarylphosphonate compound. According to the preparation method disclosed by the invention, only an extremely small amount of catalyst is needed, the reaction temperature is relatively mild, the reaction time can be obviously shortened, the yield and purity are relatively high, and an unexpected technical effect is achieved.

Synthesis method of diphenyl hypophosphite

The invention discloses a synthesis method of diphenyl hypophosphite, which belongs to the technical field of organic synthesis. The method comprises: by adopting N-methylimidazole as an acid-bindingagent, carrying out a reaction on diphenyl phosphorus chloride and an alcohol to obtain diphenyl hypophosphite and N-methylimidazole hydrochloride, carrying out standing and layering to remove the N-methylimidazole hydrochloride, and rectifying to obtain a finished product. The synthesis process does not need to add any solvent, is safe and environment-friendly, can remove the N-methylimidazole hydrochloride through layering, is simple to operate, mild in reaction condition, simple in wastewater and waste gas treatment, and easy to realize industrialization.

New preparation method of first-class phenyl phosphine oxide initiator

The invention provides a new preparation method of a first-class phenyl phosphine oxide initiator. The method comprises the steps that (1) benzene and aluminum trichloride are added into a reaction vessel and stirred uniformly, then phosphorus trichloride is added, the temperature is slowly increased, and after a complete reaction, the temperature is reduced to room temperature; (2) a reaction mixture obtained in the step (1) is slowly added dropwise into a solvent containing a decomplexing agent, and the temperature is controlled for decomplexing; (3) a decomplexing product obtained in the step (2) is filtered to separate solids, and filtrate is subjected to pressure reduction distillation to obtain phenyl dialkoxy phosphine or diphenyl alkoxy phosphine; (4) a product obtained in the step(3) is dissolved in a benzene or methylbenzene solvent, and a trichloromethyl acetyl compound is added dropwise for a reaction; and (5) a solution obtained after the complete reaction in the step (4)is subjected to low-pressure desolvation, and light-yellow liquid or solid, namely the phenyl phosphine oxide initiator, is obtained through crystallization, suction filtering and drying. The methodhas the advantages that raw materials are easy to obtain, cost is low, operation is easy to perform, and mass production can be realized.

Efficient Synthesis of Phosphonamidates through One-Pot Sequential Reactions of Phosphonites with Iodine and Amines

A one-pot sequential strategy to construct phosphonamidates has been developed by generating phosphonites in situ from arylmagnesium bromides and triethyl phosphite followed by treatment with iodine and amines. A variety of phosphonamidates were obtained with good to excellent yields at room temperature from easily available materials.

Chemoselective reduction of the phosphoryl bond of O-alkyl phosphinates and related compounds: An apparently impossible transformation

A method is reported for the phosphoryl bond cleavage of O-alkyl phosphinates, phosphinothioates and certain phosphonamidates to furnish the corresponding P(iii) borane adducts. The two-step procedure relies upon initial activation of the phosphoryl bond with an alkyl triflate, followed by reduction of the resulting intermediate using lithium borohydride.

Branched-regioselective hydroformylation with catalytic amounts of a reversibly bound directing group

(Chemical Equation Presented) Phosphinites do the trick and work as reversibly bound catalyst-directing groups in catalytic amounts to allow for the highly regioselective hydroformylation of homo-allylic alcohols with terminal and internal alkene functions in favor of the branched product.

Synthesis of diphenylphosphine oxide and diethyl phosphonate with 4-dimethylsila-2-hexen-6-ol moiety

Two reagents useful for the Horner-Wittig or Wadshworth-Emmons reaction: 3-(2-hydroxyethyldimethylsila)-2-propen-1-yldiphenylphosphine oxide (5a) and diethyl 3-(2-hydroxyethyldimethylsila)-2-propen-1-ylphosphonate (5b) were synthesized from propargyl chloride and dimethylchlorosilane. The usefulness of phosphine oxide was demonstrated in the olefmation reactions of benzaldehyde and hexanal.