2404-55-9

Usage

Uses

Used in Organic Synthesis:
Trimethylphosphine sulfide is used as a precursor for the synthesis of various organophosphorus compounds, contributing to the development of new chemical entities and materials.
Used in Chemical Reactions:
As an intermediate in chemical reactions, trimethylphosphine sulfide plays a crucial role in the formation of different organic and organometallic compounds.
Used in Reducing Agent Applications:
Trimethylphosphine sulfide is employed as a potent reducing agent in the synthesis of organic and organometallic compounds, facilitating the reduction of various functional groups and enhancing the overall efficiency of the reaction process.
Used in Pharmaceutical Industry:
Trimethylphosphine sulfide is used as a key building block in the synthesis of pharmaceutical compounds, enabling the development of new drugs and therapeutic agents.
Used in Material Science:
In the field of material science, trimethylphosphine sulfide is utilized as a precursor for the synthesis of advanced materials, such as polymers, catalysts, and sensors, with potential applications in various industries.

InChI:InChI=1/C3H9PS/c1-4(2,3)5/h1-3H3

Upstream product

• 60-29-7 diethyl ether 
• 676-64-2 dithiocarboxy-trimethyl-phosphonium betaine 
• 917-54-4 methyllithium 
• 14814-27-8 tetramethylphosphonium hydroxide 
• 10544-50-0 sulfur 
• 33152-37-3 tetrakis(trimethylphosphine)cobalt⁽⁰⁾ 
• 75-18-3 dimethylsulfide 
• 593-79-3 dimethylselenide 
• 21545-76-6 bis(trimethylphosphane)dichloridoplatinum(II) 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 594-09-2 trimethylphosphane 
• 120885-90-7 bis(1,5-cyclooctandiylboryl)disulfide 
• 3676-97-9 tetramethyl-diphosphine disulphide 
• 74-88-4 methyl iodide 

Downstream Products

• 676-96-0 Trimethylphosphine oxide 
• 114347-58-9 {Rh(C₇H₈)((CH₃)3PS)((C₆H₅)3P)}⁽¹⁺⁾*(ClO₄)^(1-)=(Rh(C₇H₈)((CH₃)3PS)((C₆H₅)3P))(ClO₄) 
• 686274-71-5 ((((2,6-di(isopropyl)phenyl)N)2C3HMe2)iron(II))2(μ-S) 
• 1401430-51-0 [(Fe(H₃CC(C(CH₃)NC₆H₃(CH(CH₃)2)2)2))2(S)] 
• 1333-74-0 hydrogen 
• 820219-17-8 [[3,5-Me₂Ph₂B(CH₂P(t)Bu₂)2Cu(S=PMe₃)] 
• 114347-63-6 {Ir(C₈H₁₂)((CH₃)3PS)((C₆H₅)3P)}⁽¹⁺⁾*(ClO₄)^(1-)=(Ir(C₈H₁₂)((CH₃)3PS)((C₆H₅)3P))(ClO₄) 
• 114347-54-5 {Rh(C₈H₁₂)((CH₃)3PS)((C₆H₅)3P)}⁽¹⁺⁾*(ClO₄)^(1-)=(Rh(C₈H₁₂)((CH₃)3PS)((C₆H₅)3P))(ClO₄) 

Relevant academic research and scientific papers

Iron Hydride Detection and Intramolecular Hydride Transfer in a Synthetic Model of Mono-Iron Hydrogenase with a CNS Chelate

We report the identification and reactivity of an iron hydride species in a synthetic model complex of monoiron hydrogenase. The hydride complex is derived from a phosphine-free CNS chelate that includes a Fe-CNH(=O) bond (carbamoyl) as a mimic of the active site iron acyl. The reaction of [(O=CHNNpySMe)Fe(CO)2(Br)] (1) with NaHBEt3 generates the iron hydride intermediate [(O=CHNNpySMe)Fe(H)(CO)2] (2; δFe-H = -5.08 ppm). Above -40 °C, the hydride species extrudes CH3S- via intramolecular hydride transfer, which is stoichiometrically trapped in the structurally characterized dimer μ2-(CH3S)2-[(O=CHNNPh)Fe(CO)2]2 (3). Alternately, when activated by base (tBuOK), 1 undergoes desulfurization to form a cyclometalated species, [(O=CNHNCPh)Fe(CO)2] (5); derivatization of 5 with PPh3 affords the structurally characterized species [(O=CNHNC)Fe(CO)(PPh3)2] (6), indicating complex 6 as the common intermediate along each pathway of desulfurization.

Catalytic Degradation of Sulfur Hexafluoride by Rhodium Complexes

The development of a safe and efficient method for the degradation of SF6 is of current environmental interest, because SF6 is one of the most potent greenhouse gases. SF6 is thermally and chemically extremely inert, and therefore, it has been used in various industrial applications. However, this inertness results in a major challenge for its depletion. We report on a process for a catalytic degradation of SF6 in the homogeneous phase by using rhodium complexes as precatalysts. The SF6 activation reactions feature mild reaction conditions, low catalyst loadings, and a high selectivity. The employment of phosphines and hydrosilanes for scavenging the sulfur and fluorine atoms of the SF6 molecule allows the selective transformation of SF6 into nongaseous and nontoxic compounds.

Stabilization of Aliphatic Phosphines by Auxiliary Phosphine Sulfides Offers Zeptomolar Affinity and Unprecedented Selectivity for Probing Biological CuI

Full elucidation of the functions and homeostatic pathways of biological copper requires tools that can selectively recognize and manipulate this trace nutrient within living cells and tissues, where it exists primarily as CuI. Buffered at attomolar concentrations, intracellular CuI is, however, not readily accessible to commonly employed amine and thioether-based chelators. Herein, we reveal a chelator design strategy in which phosphine sulfides aid in CuI coordination while simultaneously stabilizing aliphatic phosphine donors, producing a charge-neutral ligand with low-zeptomolar dissociation constant and 1017-fold selectivity for CuI over ZnII, FeII, and MnII. As illustrated by reversing ATP7A trafficking in cells and blocking long-term potentiation of neurons in mouse hippocampal brain tissue, the ligand is capable of intercepting copper-dependent processes. The phosphine sulfide-stabilized phosphine (PSP) design approach, which confers resistance towards protonation, dioxygen, and disulfides, could be readily expanded towards ligands and probes with tailored properties for exploring CuI in a broad range of biological systems.

Mechanistic study of the synthesis of CdSe nanocrystals: Release of selenium

We outline a reaction pathway for the cleavage of the P=Se bond in trialkylphosphine selenide during the synthesis of CdSe nanocrystals. The reaction between cadmium carboxylate and trimethylphosphine selenide in the presence of an alcohol produces alkoxytrimethylphosphonium (2). Control experiments and density functional theory calculations suggested that the cleavage of the P=Se bond is initiated by nucleophilic attack of carboxylate on a Cd2+-activated phosphine selenide to produce an acyloxytrialkylphosphonium intermediate (1), which is converted to 2 in the presence of an alcohol.

Insertion of rhodium into the carbon-sulfur bond of thiophene. Mechanism of a model for the hydrodesulfurization reaction

The reaction of (C5Me5)Rh(PMe3)(Ph)H with thiophene leads to the elimination of benzene and oxidative addition of the thiophene C-S bond across the Rh(I) center, giving (C5Me5)Rh(PMe3)(SCH=CHCH=CH). Similar reactions occur with 2-methylthiophene, 3-methylthiophene, 2,5-dimethylthiophene, benzothiophene, and dibenzothiophene. Selectivity studies performed with these complexes are consistent with the coordination of sulfur to rhodium prior to C-S bond cleavage. Reversible reductive elimination of thiophene occurs at ～80°C. The diene portion of the C-S insertion ligand undergoes a Diels-Alder reaction with dimethyl acetylenedicarboxylate to give dimethyl phthalate as a major product. The dimethylthiophene complex (C5Me5)Rh(PMe3)(SCMe=CHCH=CMe) was structurally characterized, crystallizing in the monoclinic space group P1 with a = 8.707 (8) A?, b = 14.157 (15) A?, c = 8.637 (5) A?, α = 100.90 (8)°, β = 106.07 (6)°, γ = 87.85 (8)°, V = 1004 (3) A?3, and Z = 2.

New Metal-Sulphur-Nitrogen Compounds from Reactions in Liquid Ammonia. The X-Ray Structures of trans-Bis(acetophenone dimethylhydrazone-Nα)-dichloropalladium(II) and 1N4>palladium(II)

Reaction of Cl or Cl in liquid ammonia with or (L-L' = C-N ligand) gives and respectively; in some cases complexes containing S3N(1-) ligands were also obtained.An alternative route to complexes using is also reported.Reaction of S8-NH3(I) solutions with gives .The new complexes were characterised by microanalyses, i.r., n.m.r., and mass spectroscopy, and X-ray crystallography.

Reactions of Zintl-Phases with Trimethylphosphine Complexes. Structures Containing Planar Metallocycles Co2X2 (X = S, Se, Te)

Low-valent trimethylphosphine cobalt compounds are oxidized by tellurium, selenium, or sulfur to give the title compounds.Several high-yield syntheses are described.The crystal and molecular structures of (Me3P)3CoX2Co(PMe3)3 (1: X = Te, 2: X = Se, 3: X = S) have been determined by single crystal X-ray diffraction.Complex 1 crystallizes in the monoclinic space group P21/n: a = 933.8(6) pm, b = 1488.3(6) pm, c = 1257.9(6) pm, β = 92.82(6) deg, Z = 2.Complex 2 crystallizes in the triclinic space group P, a = 1785.6(7) pm, b = 1599.7(7) pm, c = 928.9(5) pm, α = 87.8(1) deg, β = 85.2(1) deg, γ = 73.3(1) deg, Z = 3.Complex 3 crystallizes in the monoclinic space group P21/c: a = 952.6(5) pm, b = 1868.7(8) pm, c = 1893.1(8) pm, β = 90.19(6) deg, Z = 4.All three structures contain centrosymmetric molecules with planar Co2X2 rings.In solution dissociation of phosphine ligands occurs followed by slow decomposition to produce 2 among other products. 1 reacts with carbon monoxide to afford a ditelluride 2Te2, but no corresponding derivatives of 2 or 3 were obtained. - Keywords: Di-μ-Sulfido, Di-μ-Selenido, Di-μ-Tellurido Dicobalt Complexes, Synthesis, Structure

A Single-Crystal ESR and Quantum Chemical Study of Electron-Capture Trialkylphosphine Sulfide and Selenide Radical Anions with a Three-Electron Bond

A low-temperature ESR study of electron-capture phosphoranyl radicals in X-irradiated single crystals of trialkylphosphine sulfides and selenides (R3PX: X=S, Se; R=CH3, C2H5, C6H11) is presented.The principal values and direction cosines of the g tensors

Process for preparing tertiary phosphine sulfides and oxides

Tertiary phosphine sulfides and oxides are prepared by contacting elemental phosphorus with dialkyl sulfides, diaryl sulfides or dialkyl ethers in the presence of a catalyst under at least autogenous pressure at a temperature of from about 200° to about 400° C. The compounds obtained are useful as constituents in catalysts, insecticides, fungicides and pharmaceuticals, and as intermediates in preparation of other organophosphorus compounds.