10089-43-7

Basic information

• Product Name: tris(4-methylphenyl)phosphane selenide
• CAS NO: 10089-43-7
• Molecular Formula: C₂₁H₂₁PSe
• Molecular Weight: 383.3252
• Mol File: 10089-43-7.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 479.7°C at 760 mmHg
• Flash Point: 243.9°C
• Vapor Pressure: 6.74E-09mmHg at 25°C
• CAS DataBase Reference: tris(4-methylphenyl)phosphane selenide(CAS DataBase Reference)
• NIST Chemistry Reference: tris(4-methylphenyl)phosphane selenide(10089-43-7)
• EPA Substance Registry System: tris(4-methylphenyl)phosphane selenide(10089-43-7)

Safety Data

• Hazardous Substances Data: 10089-43-7(Hazardous Substances Data)

Usage

General Description

Tris(4-methylphenyl)phosphane selenide is a chemical compound consisting of three 4-methylphenyl groups attached to a central phosphorus atom, with a selenium atom also bonded to the phosphorus. It is a phosphorus-selenium compound that has been used as a reagent in organic synthesis, particularly in the formation of carbon-phosphorus and carbon-selenium bonds. Its unique structure and reactivity make it a valuable tool in the development of new organic molecules and materials. Tris(4-methylphenyl)phosphane selenide has also been studied for its potential applications in catalysis and as a precursor for semiconductor materials.

Upstream product

• 1038-95-5 Tri(p-tolyl)phosphine 
• 106-38-7 para-bromotoluene 

Downstream Products

• 85543-83-5 (CdI₂PSe(C₆H₄CH₃)3)2 
• 85543-86-8 (HgI₂PSe(C₆H₄CH₃)3)2 
• 85543-85-7 (HgBr₂PSe(C₆H₄CH₃)3)2 
• 85543-84-6 (HgCl₂PSe(C₆H₄CH₃)3)2 
• 85543-81-3 (ZnI₂PSe(C₆H₄CH₃)3)2 

Relevant articles and documents

Palladium-Catalyzed Cross-Coupling of Silyl Electrophiles with Alkylzinc Halides: A Silyl-Negishi Reaction

We report the first example of a silyl-Negishi reaction between secondary zinc organometallics and silicon electrophiles. This palladium-catalyzed process provides direct access to alkyl silanes. The delicate balance of steric and electronic parameters of the employed DrewPhos ligand is paramount to suppressing isomerization and promoting efficient and selective cross-coupling.

Rapid phosphorus(III) ligand evaluation utilising potassium selenocyanate

Oxidative addition of SeCN- to tertiary phosphine ligands has been investigated in methanol at 298 K by use of UV-Vis stopped-flow and conventional spectrophotometry. In most cases kobsvs. [SeCN -] plots were linear with zero intercepts corresponding to a rate expression of kobs = k1[SeCN-]. Reactions rates are dependent on the electron density of the phosphorus centre with k 1 varying by five orders of magnitude from 1.34 ± 0.02 × 10-3 to 51 ± 3 mol-1 dm3 s-1 for P(2-OMe-C6H4)3 to PCy3 respectively. Activation parameters range from 27 ± 1 to 49.0 ± 1.3 kJ mol-1 for ΔH? and -112 ± 9 to -140 ± 3 J K-1 mol-1 for ΔS ? supporting a SN2 mechanism in which the initial nucleophilic attack of P on Se is rate determining. Reaction rates are promoted by more polar solvents supporting the mechanistic assignment. Reasonable linear correlations were observed between log k1vs. pKa, 1JP-Se and χd values of the phosphines. The reaction rates are remarkably sensitive to the steric bulk of the substituents, and substitution of phenyl rings in the 2 position resulted in a decrease in the reaction rate. The crystal structures of SePPh2Cy and SePPhCy2 have been determined displaying Se-P bond distances of 2.111(2) and 2.1260(8) respectively. The Royal Society of Chemistry 2008.

MOLECULAR POLARISABILITY OF ORGANIC COMPOUNDS AND THEIR COMPLEXES. XXXVI. CONFORMATIONS OF TERTIARY AROMATIC PHOSPHINE SELENIDES

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