54006-28-9

Basic information

• Product Name: [(diphenylphosphanyl)methyl](diphenyl)phosphane sulfide
• CAS NO: 54006-28-9
• Molecular Formula: C₂₅H₂₂P₂S
• Molecular Weight: 416.4547
• Mol File: 54006-28-9.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 542.1°C at 760 mmHg
• Flash Point: 281.6°C
• Vapor Pressure: 2.9E-11mmHg at 25°C
• CAS DataBase Reference: [(diphenylphosphanyl)methyl](diphenyl)phosphane sulfide(CAS DataBase Reference)
• NIST Chemistry Reference: [(diphenylphosphanyl)methyl](diphenyl)phosphane sulfide(54006-28-9)
• EPA Substance Registry System: [(diphenylphosphanyl)methyl](diphenyl)phosphane sulfide(54006-28-9)

Safety Data

• Hazardous Substances Data: 54006-28-9(Hazardous Substances Data)

Usage

Description

[(diphenylphosphanyl)methyl](diphenyl)phosphane sulfide, with the chemical formula (C6H5)2PCH2P(C6H5)2S, is a sulfur-containing organophosphorus compound characterized by its unique structure featuring two phenyl groups attached to a central phosphorus atom, with a sulfur atom connected to one of the phenyl groups. This molecular architecture endows the compound with distinctive properties, making it highly valuable in various chemical reactions and processes.

Uses

Used in Coordination Chemistry:
[(diphenylphosphanyl)methyl](diphenyl)phosphane sulfide is utilized as a ligand in coordination chemistry, where it plays a crucial role in the formation of coordination complexes. Its ability to form stable bonds with transition metal ions contributes to its significance in this field.
Used in Organic Synthesis:
[(diphenylphosphanyl)methyl](diphenyl)phosphane sulfide is also employed as a reagent in organic synthesis, where it serves as a source of nucleophilic phosphorus. This characteristic makes it a valuable component in a wide array of chemical reactions and processes.
Used in Catalytic Processes:
[(diphenylphosphanyl)methyl](diphenyl)phosphane sulfide is known for its involvement in catalytic processes, where it can enhance the efficiency and selectivity of various chemical transformations.
Overall, [(diphenylphosphanyl)methyl](diphenyl)phosphane sulfide is an important and versatile chemical compound with a broad spectrum of applications in the field of chemistry, particularly in coordination chemistry, organic synthesis, and catalytic processes.

Upstream product

• 2071-20-7 bis-diphenylphosphinomethane 
• 75-15-0 carbon disulfide 
• 13639-74-2 methyldiphenylphosphine sulfide 
• 1079-66-9 chloro-diphenylphosphine 
• 3878-45-3 triphenylphosphine sulfide 
• 603-35-0 triphenylphosphine 
• 870196-78-4 tetrakis(dimethylamido)hafnium(IV) 
• 14633-92-2 bis(diphenylthiophosphoryl)methane 
• 19756-04-8 tetrakis(dimethylamido)zirconium (IV) 

Downstream Products

• 73395-66-1 (diphenylthiophosphinomethyl)diphenylphosphine selenide 
• 82631-90-1 C₂₅H₂₁LiP₂S 
• 14633-92-2 bis(diphenylthiophosphoryl)methane 
• 2071-20-7 bis-diphenylphosphinomethane 
• 114184-02-0 cis-{Pt(dpmS)2}⁽²⁺⁾ 
• 114248-21-4 trans-{Pt(dpmS)2}⁽²⁺⁾ 
• 114197-76-1 {(dpmS)Pt{S₂P(OEt)2}}⁽¹⁺⁾ 
• 114184-01-9 (dpmS)Pt{S₂P(O)OEt} 
• 2524-09-6 O,O,S-triethyl phosphorodithioate 
• 40898-92-8 O,O'-diethyl-dithiophosphate 
• 114594-82-0 fac-manganese(I)(carbonyl)3(dpmS)Cl 
• 114594-84-2 fac-manganese(I)(carbonyl)3(dpmS)Br 
• 114594-86-4 fac-rhenium(I)(carbonyl)3(dpmS)Br 
• 116352-04-6 cis-{PdCl(PEt₃)(Ph₂PCH₂P(S)Ph₂)}{BF₄} 

Relevant articles and documents

Novel route to carbodiphosphoranes producing a new P,C,P pincer carbene ligand

The reaction of PdCl2, dppm and CS2 in CH 2Cl2/MeOH results in the palladium carbodiphosphorane complex [Pd(Ph2PCH2Ph2PCPPh2CH 2PPh2-P,C,P)Cl]Cl.

Synthesis, Crystal and Electronic Structures of a Thiophosphinoyl- and Amino-Substituted Metallated Ylide

α-Metallated ylides have revealed themselves to be versatile reagents for the introduction of ylide groups. Herein, we report the synthesis of the thiophosphinoyl and piperidyl (Pip) substituted α-metallated ylide [Ph2(Pip)P=C?P(S)Ph2]M (M=Li, Na, K) through a four-step synthetic procedure starting from diphenylmethylphosphine sulfide. Metallation of the ylide intermediate was successfully accomplished with different alkali metal bases delivering the lithium, sodium and potassium salts, the latter isolable in high yields. Structure analyses of the lithium and potassium compounds in the solid state with and without crown ether revealed different aggregates (monomer, dimer and hexamer) with the metals coordinated by the thiophosphoryl moiety and ylidic carbon atom. Although the piperidyl group does not coordinate to the metal, it significantly contributes to the stability of the yldiide by charge delocalization through negative hyperconjugation.

Synthesis of phosphorus(V)-stabilized geminal dianions. the cases of mixed P=X/PBH3 (X = S, O) and P=S/SiMe3 derivatives

The monodeprotonation of [CH2(PPh2BH 3)(PPh2=E)] (E = S (6), O (7)) afforded [CH(PPh 2BH3)(PPh2=E)]- (E = S (6 -), O (7-)), whose structures were confirmed by X-ray crystallography. The kinetics of the second deprotonation appeared to be crucial in efficient synthesis of the corresponding dianions. Thus, the double deprotonation of 6 only led to 62-; the analogous reaction with 7 was slower and resulted only in the partial formation of 72-. Double deprotonation of the compound [CH2(SiMe3)(PPh 2=S)] (8) also resulted in the partial formation of [C(SiMe 3)(PPh2=S)]2- (82-), whose structure was confirmed by X-ray crystallography. The rare monomeric Mg carbene compound [MgC(PPh2BH3)(PPh2=S)] (9) was obtained by the reaction of 6 with Mg(nBu)2. The X-ray structure of 9 is presented.