2404-55-9

Basic information

• Product Name: TRIMETHYLPHOSPHINE SULFIDE
• Synonyms: TRIMETHYLPHOSPHINE SULFIDE;trimethyl(sulfanylidene)-$l^{5}-phosphane;trimethyl(thioxo)phosphorane
• CAS NO: 2404-55-9
• Molecular Formula: C₃H₉PS
• Molecular Weight: 108.14
• Mol File: 2404-55-9.mol
• Article Data: 10

Chemical Properties

• Melting Point: 155-156°C
• Boiling Point: 115.2 ºC at 760 mmHg
• Flash Point: 23.5 ºC
• Appearance: White crystalline
• Density: 0.982 g/cm³
• Vapor Pressure: 22.8mmHg at 25°C
• Refractive Index: 1.458
• CAS DataBase Reference: TRIMETHYLPHOSPHINE SULFIDE(CAS DataBase Reference)
• NIST Chemistry Reference: TRIMETHYLPHOSPHINE SULFIDE(2404-55-9)
• EPA Substance Registry System: TRIMETHYLPHOSPHINE SULFIDE(2404-55-9)

Safety Data

• Statements: 11-20/21/22
• Safety Statements: 16-22-36/37
• RIDADR: 3278
• HazardClass: 6.1
• PackingGroup: III
• Hazardous Substances Data: 2404-55-9(Hazardous Substances Data)

Usage

General Description

Trimethylphosphine sulfide is a chemical compound used in the field of organic synthesis. It carries the formula (CH3)3PS. This chemical, approximately midway between phosphine and phosphine oxide in oxidation state, is an intermediate in some chemical reactions. It is sulfur analogs of P(III) compounds. It is highly reactive and used as precursors to other organophosphorus compounds. As a potent reducing agent, it is also used in the synthesis of organic and organometallic compounds. Precautions must be taken when handling trimethylphosphine sulfide as it is flammable in air, and contact with it can cause burns and eye damage.

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 
• 26349-17-7 Tris(trifluormethyl)-1,3-dithia-2λ5,4λ5,5λ5-triphosphol-2,4,5-trithion 
• 594-09-2 trimethylphosphane 
• 10175-67-4 Tetrakis(trifluormethyl)-1-thia-tetraphospholan 
• 120885-90-7 bis(1,5-cyclooctandiylboryl)disulfide 
• 10544-50-0 sulfur 
• 33152-37-3 tetrakis(trimethylphosphine)cobalt⁽⁰⁾ 
• 593-79-3 dimethylselenide 
• 762-42-5 dimethyl acetylenedicarboxylate 
• 21545-76-6 bis(trimethylphosphane)dichloridoplatinum(II) 
• 75-18-3 dimethylsulfide 

Downstream Products

• 114347-54-5 {Rh(C₈H₁₂)((CH₃)3PS)((C₆H₅)3P)}⁽¹⁺⁾*(ClO₄)^(1-)=(Rh(C₈H₁₂)((CH₃)3PS)((C₆H₅)3P))(ClO₄) 
• 114347-63-6 {Ir(C₈H₁₂)((CH₃)3PS)((C₆H₅)3P)}⁽¹⁺⁾*(ClO₄)^(1-)=(Ir(C₈H₁₂)((CH₃)3PS)((C₆H₅)3P))(ClO₄) 
• 820219-17-8 [[3,5-Me₂Ph₂B(CH₂P(t)Bu₂)2Cu(S=PMe₃)] 
• 1333-74-0 hydrogen 
• 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)] 
• 114347-58-9 {Rh(C₇H₈)((CH₃)3PS)((C₆H₅)3P)}⁽¹⁺⁾*(ClO₄)^(1-)=(Rh(C₇H₈)((CH₃)3PS)((C₆H₅)3P))(ClO₄) 
• 676-96-0 Trimethylphosphine oxide 

Relevant articles and documents

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.

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.