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Hydroxymethyldiphenylphosphine, also known as (hydroxymethyl)diphenylphosphane, is an organophosphorus compound with the chemical formula C13H13OP. It is a colorless liquid at room temperature and is soluble in common organic solvents. Hydroxymethyldiphenylphosphine is primarily used as a ligand in coordination chemistry, particularly in the synthesis of transition metal complexes. It can also be employed as a reagent in organic synthesis, facilitating various chemical transformations. Due to its phosphorus-containing structure, hydroxymethyldiphenylphosphine has potential applications in the fields of catalysis and materials science.

5958-44-1

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5958-44-1 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5958-44-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,9,5 and 8 respectively; the second part has 2 digits, 4 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 5958-44:
(6*5)+(5*9)+(4*5)+(3*8)+(2*4)+(1*4)=131
131 % 10 = 1
So 5958-44-1 is a valid CAS Registry Number.

5958-44-1SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name diphenylphosphanylmethanol

1.2 Other means of identification

Product number -
Other names Methanol,(diphenylphosphino)

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:5958-44-1 SDS

5958-44-1Relevant academic research and scientific papers

Hydrogenation of nitrobenzene over Pd/C catalysts prepared from molecular carbonyl-phosphine palladium clusters

Willocq, Christopher,Dubois, Vincent,Khimyak, Yaroslav Z.,Devillers, Michel,Hermans, Sophie

, p. 172 - 180 (2012)

Molecular phosphine-carbonyl palladium clusters were anchored onto a phosphine-functionalized carbon support (CPPh2) by ligand exchange. This support was characterized by solid-state NMR prior to reaction with the clusters. The same clusters we

Specific functionalization on the surface of dendrimers

Slany, Michael,Caminade, Anne-Marie,Majoral, Jean Pierre

, p. 9053 - 9056 (1996)

A specific monosubstitution on each P(X)(NH-CH2-CH=CH2)2 terminal group (X = O, S) of phosphorus dendrimers is described, from generation 1 to generation 7. This reaction allows to isolate compounds which possess simultane

Selective Cu(I) complex with phosphine-peptide (SarGly) conjugate contra breast cancer: Synthesis, spectroscopic characterization and insight into cytotoxic action

Komarnicka, Urszula K.,Kozie?, Sandra,Starosta, Rados?aw,Kyzio?, Agnieszka

, p. 162 - 175 (2018)

The main disadvantage of conventional anticancer chemotherapy is the inability to deliver the correct amount of drug directly to cancer. Those molecular delivering systems are very important to destroy cancer cells selectively. Herein we report synthesis

Monophosphine substituted bridged azapropane bridged iron hydrogenase model compound and synthesis method and application thereof

-

, (2019/04/30)

The invention discloses a monophosphine substituted bridged azapropane bridged iron hydrogenase model compound and a synthesis method and application thereof. The chemical formula of the model compound is Fe2[micro-SCH2]2NCH2PPh2] (CO) 5, and the structur

Development of N-Phosphinomethyl-Substituted NHC-Nickel(0) Complexes as Robust Catalysts for Acrylate Salt Synthesis from Ethylene and CO2

Takahashi, Kohei,Cho, Kinryo,Iwai, Asaki,Ito, Tatsuyoshi,Iwasawa, Nobuharu

supporting information, p. 13504 - 13508 (2019/10/28)

By using a nickel complex with an N-phosphinomethyl-N-heterocyclic carbene ligand (NHC-P), the reducing ability and thermal stability of the complex were improved considerably compared to the previously reported bipyridine and bisphosphine complexes, and acrylate salt was prepared from ethylene and CO2 with the highest TON ever reported for nickel systems even without using metallic zinc. Oxidative cyclization of ethylene and CO2 on the NHC-P nickel complex was found to proceed very rapidly compared to previous systems.

Turning the Nitrogen Atoms of an Ar2P?CH2?N?N?CH2?PAr2 Motif into Uniquely Configured Stereocenters: A Novel Diphosphane Design for Asymmetric Catalysis

Diehl (née Knobloch), Eva,Brückner, Reinhard

supporting information, p. 3429 - 3433 (2018/02/16)

Hexahydropyridazines with CH2PAr2 groups at both N atoms are newly designed 1,4-diphosphanes and were synthesized for the first time. Their N atoms assume a single configuration under the influence of stereocenters at C-5 and C-6. In the solid state, these N-atoms bind the CH2PAr2 substituents axially. Combined with Pd0, N,N′-chiral diphosphanes of this kind catalyzed Tsuji–Trost type allylations of dialkyl malonates with racemic 1,3-diphenylallyl acetate efficiently and with up to 91 % ee.

The rhodium complex of bis(diphenylphosphinomethyl)dopamine-coated magnetic nanoparticles as an efficient and reusable catalyst for hydroformylation of olefins

Shaikh, Mohammed Nasiruzzaman,Bououdina, Mohamed,Jimoh, Abiola Azeez,Aziz, Md. Abdul,Helal, Aasif,Hakeem, Abbas Saeed,Yamani, Zain H.,Kim, Tae-Jeong

, p. 7293 - 7299 (2015/09/02)

A new bis(diphenylphosphinomethyl)dopamine (bpd) ligand has been prepared and anchored on the surface of magnetic nanoparticles (MNPs). The obtained ligand and the surface functionalized nanoparticles of type MNP@bpd have been characterized by various analytical techniques, such as NMR, IR, TEM, XRD, and VSM. TEM shows homogeneous distribution of the particles with the size ranging 5-7 nm. XRD Rietveld analysis confirms the formation of a pure and single Fe3O4 phase with high crystallinity. The ligands anchored on the magnetic nanoparticle surface have been confirmed by the shift of the characteristic Fe-O vibration band in the FT-IR spectrum, and have been supported by the stepwise weight loss in TGA as a function of temperature. The phosphorus content determined by ICP-MS is approximately 0.39 mmol of phosphine per gram of the nanoparticles. Magnetization-field curves recorded at room temperature reveal superparamagnetic behavior. MNP@bpd materials have proven to be excellent catalysts after in situ addition of the rhodium (Rh) metal precursor for the hydroformylation reaction of styrene and its derivatives. The extent of reusability of the catalyst has been tested and was found to be active even after seven consecutive cycles.

Functionalized Magnetic Mesoporous Silica Nanoparticle-Supported Palladium Catalysts for Carbonylative Sonogashira Coupling Reactions of Aryl Iodides

Natour, Suzana,Abu-Reziq, Raed

, p. 2230 - 2240 (2015/11/24)

Magnetic mesoporous silica nanoparticles (MMSN) were prepared and used as a support for palladium catalysts. MMSN with a surface area of 1909 m2 g-1 were synthesized by a nanoemulsification process involving the dispersion of hydroph

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

Catalytic hydrogen evolution by Fe(II) carbonyls featuring a dithiolate and a chelating phosphine

Roy, Souvik,Mazinani, Shobeir K. S.,Groy, Thomas L.,Gan, Lu,Tarakeshwar, Pilarisetty,Mujica, Vladimiro,Jones, Anne K.

, p. 8919 - 8929 (2014/11/08)

Two pentacoordinate mononuclear iron carbonyls of the form (bdt)Fe(CO)P2 [bdt = benzene-1,2-dithiolate; P2 = 1,1′-diphenylphosphinoferrocene (1) or methyl-2- {bis(diphenylphosphinomethyl)amino}acetate (2)] were prepared as functional, biomimetic models for the distal iron (Fed) of the active site of [FeFe]-hydrogenase. X-ray crystal structures of the complexes reveal that, despite similar ν(CO) stretching band frequencies, the two complexes have different coordination geometries. In X-ray crystal structures, the iron center of 1 is in a distorted trigonal bipyramidal arrangement, and that of 2 is in a distorted square pyramidal geometry. Electrochemical investigation shows that both complexes catalyze electrochemical proton reduction from acetic acid at mild overpotential, 0.17 and 0.38 V for 1 and 2, respectively. Although coordinatively unsaturated, the complexes display only weak, reversible binding affinity toward CO (1 bar). However, ligand centered protonation by the strong acid, HBF4·OEt2, triggers quantitative CO uptake by 1 to form a dicarbonyl analogue [1(H)-CO]+ that can be reversibly converted back to 1 by deprotonation using NEt3. Both crystallographically determined distances within the bdt ligand and density functional theory calculations suggest that the iron centers in both 1 and 2 are partially reduced at the expense of partial oxidation of the bdt ligand. Ligand protonation interrupts this extensive electronic delocalization between the Fe and bdt making 1(H)+ susceptible to external CO binding.

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