4451-96-1

Basic information

• Product Name: (Diphenylphosphino)(trimethylsilyl)methane
• Synonyms: (Diphenylphosphino)(trimethylsilyl)methane;Diphenyl[(trimethylsilyl)methyl]phosphine;Diphenyl(Trimethylsilylmethyl)Phosphane
• CAS NO: 4451-96-1
• Molecular Formula: C₁₆H₂₁PSi
• Molecular Weight: 272.397201
• Mol File: 4451-96-1.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 139-143°C / 0.6
• Appearance: /
• Refractive Index: 1.581
• CAS DataBase Reference: (Diphenylphosphino)(trimethylsilyl)methane(CAS DataBase Reference)
• NIST Chemistry Reference: (Diphenylphosphino)(trimethylsilyl)methane(4451-96-1)
• EPA Substance Registry System: (Diphenylphosphino)(trimethylsilyl)methane(4451-96-1)

Safety Data

• Hazardous Substances Data: 4451-96-1(Hazardous Substances Data)

Usage

General Description

(Diphenylphosphino)(trimethylsilyl)methane is an organophosphorus compound that consists of a diphenylphosphino group and a trimethylsilyl group attached to a central methane carbon atom. It is commonly used as a ligand in organometallic chemistry to stabilize and modify the reactivity of transition metal complexes. Its bulky and sterically demanding structure can influence the reactivity of metal centers and control the selectivity of catalytic reactions. Additionally, it has been studied for its potential applications in asymmetric catalysis and cross-coupling reactions. Overall, the unique structural features and versatile reactivity of (Diphenylphosphino)(trimethylsilyl)methane make it a valuable tool in the development of new synthetic methodologies and the optimization of chemical processes.

Upstream product

• 829-85-6 diphenylphosphane 
• 2344-80-1 Chloromethyltrimethylsilane 
• 1822-00-0 trimethylsilylmethyllithium 
• 1079-66-9 chloro-diphenylphosphine 
• 86952-06-9 diphenylphosphonium iodide 
• 86952-05-8 diphenylphosphine 
• 75-77-4 chloro-trimethyl-silane 
• 13170-43-9 (trimethylsilyl)methylmagnesium chloride 

Downstream Products

• 133618-30-1 trans-2-dimethylamino-1-diphenylphosphinoethylene 
• 1486-28-8 diphenyl(methyl)phosphine 
• 61359-40-8 bis(triphenylphosphine)gold(I) triflate 
• 211381-66-7 [Au(diphenyl(trimethylsilylmethyl)phosphane)(P(C₆H₅)3)](triflate) 
• 211381-64-5 [Au(diphenyl(trimethylsilylmethyl)phosphane)2](triflate) 
• 211381-62-3 [Au(diphenyl(trimethylsilylmethyl)phosphane)2]Cl 
• 37820-41-0 lithium (thiophosphinoyl)(trimethylsilyl)methanide 
• 97551-44-5 dpma 
• 69783-37-5 <(Diphenylarsino)methyl>diphenylphosphan 
• 23176-18-3 bis(diphenylphosphino)methane monooxide 
• 2071-20-7 bis-diphenylphosphinomethane 
• 1159248-32-4 bis[{(trimethylsilyl)methyl}phenylphosphino]methane 
• 4559-70-0 Diphenylphosphine oxide 
• 37820-40-9 α-Lithium-trimethylsilylmethyldiphenylphosphin 

Relevant articles and documents

Rhodium (thiophosphinoyl)(trimethylsilyl)methanide and bis(thiophosphinoyl) methanide complexes: S～S vs. C～S coordination

A comparative study of the coordination modes of a (thiophosphinoyl) (trimethylsilyl)methanide (1-·Li+) and bis(thiophosphinoyl)methanide (2-·Li+) ligand with RhI was carried out. Several complexes we

Reactions of α-lithiated phosphimines with PhCN; the crystal structure of (tmen)>2 (tmen = Me2NCH2CH2NMe2)

Treatment of the α-lithiated phosphinimine Li with benzonitrile yielded (via a trimethylsilyl or hydrogen 1,3 C -> N shift) the trimethylsilyliminophosphoranylenamidolithium complex Li (R = Me, R' = SiMe3 1; R = Ph, R' = SiMe3 2; or R = Ph, R' = H 3).Complex 2 was transformed into the corresponding potassium complex 4 by an exchange reaction with KOBut.Crystallisation of 4 from hexane in the presence of Me2NCH2CH2NMe2 (tmen) gave the tmen adduct 5 and a trace of the partially hydrolysed product (tmen)>2 6, which was characterised by a single crystal X-ray diffraction study as a dinuclear complex with each of the two potassium atoms in a different co-ordination environment.Complex 1 or 2 was hydrolysed to form the neutral iminophosphoranylenamine N(SiMe3)C(Ph)C(H)P(R)2N(SiMe3)H 7 or 8, which also showed (1H NMR spectroscopy) the presence of hydrogen bonds.

Ambivalent Reactions of Phosphanes Metallated in α-Position with n-Butyllithium

The reaction of diphenyl(trimethylsilylmethyl)phosphane (1) with n-butyllithium yields the lithium methanide 2, which reacts with chlorotrimethylsilane to form diphenylphosphane (3).Repeated lithiation yields the ambivalent inte