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(DIPHENYLPHOSPHORYL)METHANOL, also known as DPPM, is a chemical compound with the formula (C6H5)2P(O)CH2OH. It is an organophosphorus compound that is widely used as a ligand in coordination chemistry and as a precursor in organic synthesis. DPPM is a white crystalline solid that is soluble in organic solvents and has a melting point of 112-114°C. It is commonly utilized as a catalyst in various chemical reactions such as hydroformylation, hydrogenation, and metal complexation. DPPM is also known for its potential applications in pharmaceuticals, agrochemicals, and materials science, making it a valuable and versatile compound in the field of chemistry.

884-74-2

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884-74-2 Usage

Uses

Used in Coordination Chemistry:
(DIPHENYLPHOSPHORYL)METHANOL is used as a ligand for [forming metal complexes] for [enhancing the stability and reactivity of metal centers in various chemical reactions].
Used in Organic Synthesis:
(DIPHENYLPHOSPHORYL)METHANOL is used as a precursor for [synthesis of various organic compounds] for [creating a wide range of molecules with diverse applications].
Used in Pharmaceutical Industry:
(DIPHENYLPHOSPHORYL)METHANOL is used as a catalyst for [facilitating specific pharmaceutical reactions] for [improving the efficiency and selectivity of drug synthesis].
Used in Agrochemical Industry:
(DIPHENYLPHOSPHORYL)METHANOL is used as a catalyst for [optimizing agrochemical production processes] for [enhancing the yield and quality of agrochemical products].
Used in Materials Science:
(DIPHENYLPHOSPHORYL)METHANOL is used as a component for [developing new materials with specific properties] for [advancing the field of materials science and technology].

Check Digit Verification of cas no

The CAS Registry Mumber 884-74-2 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 8,8 and 4 respectively; the second part has 2 digits, 7 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 884-74:
(5*8)+(4*8)+(3*4)+(2*7)+(1*4)=102
102 % 10 = 2
So 884-74-2 is a valid CAS Registry Number.

884-74-2SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 12, 2017

Revision Date: Aug 12, 2017

1.Identification

1.1 GHS Product identifier

Product name diphenylphosphorylmethanol

1.2 Other means of identification

Product number -
Other names (diphenylphosphoroso)methanol

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:884-74-2 SDS

884-74-2Relevant academic research and scientific papers

Cyclooctene epoxidation with H2O2 and single crystal X-ray determined crystal structures of new molybdenum and tungsten catalysts bearing the hydrophilic ligand hydroxymethyldiphenylphosphine oxide

Feng, Linsheng,Urnezius, Eugenijus,Luck, Rudy L.

, p. 1564 - 1571 (2008)

The dioxo molybdenum and tungsten complexes MoO2Cl2(OPPh2CH2OH)2 and WO2Cl2(OPPh2CH2OH)2 have been synthesized and characterized by FT-IR, 1

Synthesis and evaluation of photophysical and electrochemical properties of vinyl chalcogenide derivatives of phenothiazines

Dilelio, Marina Cardoso,Iglesias, Bernardo Almeida,Kaufman, Teodoro S.,Silveira, Claudio C.

, (2021/12/07)

The Wittig-Horner mediated syntheses of phenothiazines carrying vinylsulfide and vinylselenide motifs attached to the aromatic ring(s) or connected to the central nitrogen atom of the heterocycle, and the subsequent study of their photophysical and electr

C-2 auxiliaries for stereoselective glycosylation based on common additive functional groups

Boltje, Thomas J.,De Kleijne, Frank F. J.,Moons, Sam J.,White, Paul B.

, p. 1165 - 1184 (2020/02/22)

The stereoselective introduction of the glycosidic bond is one of the main challenges in chemical oligosaccharide synthesis. Stereoselective glycosylation can be achieved using neighbouring group participation of a C-2 auxiliary or using additives, for example. Both methods aim to generate a defined reactive intermediate that reacts in a stereoselective manner with alcohol nucleophiles. This inspired us to develop new C-2 auxiliaries based on commonly used additive functionalities such as ethers, phosphine oxides and tertiary amides. Good 1,2-trans-selectivity was observed for the phosphine oxide and amide-based auxiliaries expanding the toolbox with new auxiliaries for stereoselective glycosylation reactions.

C-Alkyl-bis-phosphoryl chelating systems for the potential recovery of strategic metals

Babouri, Rachida,Halidou Dougourikoye, Abdoul Razak,Ilagouma, Amadou TidJani,Pirat, Jean-Luc,Virieux, David,Volle, Jean-No?l

, (2020/09/07)

Methylene-bis-phosphonic acid and derivatives are used as complexing agents, diagnostics, therapeutics and show interesting virustatic properties. We describe the syntheses of mono- and di-substituted bisphosphonates and mono- and disubstituted diethyl ((diphenylphosphoryl)methyl)phosphonate as possible chelating systems for the recovery of strategic metals.

Reduction of Tertiary Phosphine Oxides by BH 3 Assisted by Neighboring Activating Groups

Sowa, Sylwia,Stankevi?, Marek,Flis, Anna,Pietrusiewicz, K. Micha?

, p. 2106 - 2118 (2018/02/28)

Tertiary sulfanylphosphine and aminoalkylphosphine oxides can be easily converted into the corresponding tertiary sulfanylphosphine- and aminoalkylphosphine-boranes, respectively, through the facile P=O bond reduction by borane complexes. The easy reduction of the strong P=O bond by BH 3, a mild reducing agent, has been achieved through an intramolecular P=O - B complexation directed by proximal SH or NH activating groups located at the α- or β-position to the P=O bond. A generalized reduction mechanism has been proposed.

A Photo-Triggered Traceless Staudinger–Bertozzi Ligation Reaction

Hu, Peng,Feng, Tianshi,Yeung, Chi-Chung,Koo, Chi-Kin,Lau, Kai-Chung,Lam, Michael H. W.

, p. 11537 - 11542 (2016/08/05)

The use of light to control the course of a chemical/biochemical reaction is an attractive idea because of its ease of administration with high precision and fine spatial resolution. Staudinger ligation is one of the commonly adopted conjugation processes that involve a spontaneous reaction between azides and arylphosphines to form iminophosphoranes, which further hydrolyze to give stable amides. We designed an anthracenylmethyl diphenylphosphinothioester (1) that showed promising Staudinger ligation reactivity upon photo-excitation. Broadband photolysis at 360–400 nm in aqueous organic solvents induced heterolytic cleavage of its anthracenylmethyl–phosphorus bond, releasing a diphenylphosphinothioester (2) as an efficient traceless Staudinger–Bertozzi ligation reagent. The quantum yield of such a photo-induced heterolytic bond-cleavage at the optimal wavelength of photolysis (376 nm) at room temperature is ≥0.07. This work demonstrated the feasibility of photocaging arylphosphines to realize the photo-triggering of the Staudinger ligation reaction.

Toward New Organometallic Architectures: Synthesis of Carbene-Centered Rhodium and Palladium Bisphosphine Complexes. Stability and Reactivity of [PCBImPRh(L)][PF6] Pincers

Plikhta, Andriy,P?thig, Alexander,Herdtweck, Eberhardt,Rieger, Bernhard

supporting information, p. 9517 - 9528 (2015/10/12)

In this article, we report the synthesis of a tridentate carbene-centered bisphosphine ligand precursor and its complexes. The developed four-step synthetic strategy of a new PCBImP pincer ligand represents the derivatization of benzimidazole i

Synthesis and photophysical characterization of novel π-conjugated vinyl sulfides

Bassaco, Mariana M.,Mon?alves, Matias,Rinaldi, Francieli,Kaufman, Teodoro S.,Silveira, Claudio C.

, p. 1 - 10 (2014/07/08)

The synthesis and photophysical properties of a series of π-conjugated vinyl sulfides are described. These compounds exhibited their absorption maxima in the range of 350-366 nm, while the emission spectra displayed peaks in the zone of 421-441 nm; both o

Diarylphosphine- and dialkylphosphine-containing compounds, processes of preparing same and uses thereof as tridentate ligands

-

Page/Page column 35-36, (2012/12/13)

A novel process of preparing tridentate ligands containing one or more of a diarylphosphine and/or dialkylphosphine electron donating groups are disclosed. Use of this process for preparing a combinatorial library of such tridentate ligands and of organometallic complexes containing same is also disclosed. Further disclosed are novel diarylphosphine-containing and dialkylphosphine-containing compounds that can serve as tridentate ligands (e.g., pincer ligands), combinatorial libraries of such tridentate ligands, organometallic complexes containing these ligands (e.g., pincer complexes), and combinatorial libraries of such complexes. Methods utilizing these libraries for screening for candidate organometallic catalysts are also disclosed. Novel precursor molecules useful for preparing the tridentate ligands and processes of preparing same are also disclosed.

Synthesis of cyclopropane-containing phosphorus compounds by radical coupling of butenylindium with iodo phosphorus compounds

Kiyokawa, Kensuke,Suzuki, Itaru,Yasuda, Makoto,Baba, Akio

supporting information; experimental part, p. 2163 - 2171 (2011/05/16)

The radical coupling of α- or β-iodo phosphorus compounds such as iodo phosphonate, iodo phosphane oxide, and iodo phosphonothioate with butenylindium species, prepared by transmetalation between a (cyclopropylmethyl)stannane and InBr3, afforded the corresponding cyclopropylmethylated products. The radical reaction was initiated by the radical species generated from butenylindium assisted by a small amount of oxygen. Butenylindium works not only as a cyclopropylmethylating reagent, but also as a radical initiator. For successful coupling, a tin/indium transmetalation was used, where it was important for the tin halide by-product to be inert to the reaction system. In addition, the transmetalation of a (cyclopropylmethyl)stannane and InBr3 provided the dibutenylindium bromide as a single product, which smoothly coupled with the unstable phosphonyl radical species from the iodo phosphorus compound. A photochemical method (UV irradiation) was also applied and accelerated the coupling reaction. The cyclopropylmethylated phosphonate produced was a good intermediate in the Horner-Wadsworth-Emmons reaction and gave functionalized olefins bearing the cyclopropane moiety. Copyright

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