60430-80-0

Basic information

• Product Name: (4-methylbenzyl)(triphenyl)-lambda~5~-arsanyl
• CAS NO: 60430-80-0
• Molecular Formula: Br*C₂₆H₂₄As
• Molecular Weight: 411.3904
• Mol File: 60430-80-0.mol
• Article Data: 2

Chemical Properties

• CAS DataBase Reference: (4-methylbenzyl)(triphenyl)-lambda~5~-arsanyl(CAS DataBase Reference)
• NIST Chemistry Reference: (4-methylbenzyl)(triphenyl)-lambda~5~-arsanyl(60430-80-0)
• EPA Substance Registry System: (4-methylbenzyl)(triphenyl)-lambda~5~-arsanyl(60430-80-0)

Safety Data

• Hazardous Substances Data: 60430-80-0(Hazardous Substances Data)

Usage

Description

(4-methylbenzyl)(triphenyl)-lambda~5~-arsanyl, also known as TPAs or triphenylarsine, is a highly toxic and potentially hazardous organoarsenic compound. It consists of a trivalent arsenic atom bonded to three phenyl groups and one 4-methylbenzyl group. (4-methylbenzyl)(triphenyl)-lambda~5~-arsanyl is commonly used as a ligand in coordination chemistry and can form complexes with various metal ions. Due to its toxic and carcinogenic properties, it requires careful handling and disposal to prevent harm to human health and the environment.

Uses

Used in Coordination Chemistry:
(4-methylbenzyl)(triphenyl)-lambda~5~-arsanyl is used as a ligand for forming complexes with various metal ions. Its ability to coordinate with metals makes it a valuable component in the study and development of new coordination compounds.
Used in Research and Development:
In the field of research and development, (4-methylbenzyl)(triphenyl)-lambda~5~-arsanyl is utilized for the synthesis and investigation of new organoarsenic compounds and their potential applications. Its unique structure and properties allow scientists to explore its reactivity and interactions with other chemical species.

Upstream product

• 603-32-7 triphenyl-arsane 
• 104-81-4 4-Methylbenzyl bromide 

Downstream Products

• 2871-85-4 9-(4-methylbenzylidene)-9H-fluorene 
• 1153-05-5 triphenylarsineoxide 
• 80215-28-7 4-methylbenzylidenetriphenylarsenane 
• 24815-58-5 trans-1-(4-tolyl)-2-(9-anthryl)ethene 
• 3937-40-4 triphenyl arsine sulfide 

Relevant articles and documents

Equilibrium acidities and homolytic bond dissociation enthalpies of the acidic C-H bonds in as-substituted triphenylarsonium and related cations

Equilibrium acidities (P.KHAS) of As-fluorenyltriphenylarsonium, As-phenacyltriphenylarsonium, six As-(panz-substituted benzyDtriphenylarsonium [p-GC6H4CH2+AsPh3] (G = H, Me, CF3, CO2Me, CN, and N02), and six P-(para-substituted benzyl)tri(ra-butyl)phosphonium [p-GC6H4CH2+P(w-Bu)3] (G = H, Me, CF3, CO2Me, CN, and NO2) bromide salts, together with the oxidation potentials [SOX(A-)] of their conjugate bases (ylides) have been determined in dimethyl sulfoxide (DMSO) solution. Introduction of an a-triphenylarsonium (a-PhsAs+) group was found to increase the adjacent C-H bond acidities by 13-20 pK units (18-27 kcal/mol). The equilibrium acidities for the two series p-GC6H4CH2+AsPh3 andp-GC6H4CH2+P(n-Bu)3 cations were found to be nicely correlated with the Hammett er constants of the correspondingpara-substituents (G) (Figures 1 and 2). The homolytic bond dissociation enthalpies (BDEs) of the acidic C-H bonds determined by using eq 1 reveal that an a-PhsAs"1" group increases the BDE value of the adjacent acidic C-H bond by 2-5 kcal/mol, whereas the substituent effects for an a-Ph3P+ or a-(w-Bu)3Pf group was found to be dependent on the nature of the substituents attached to the a-carbon atom. Good linear correlations were obtained for the equilibrium acidities of As-(para-substituted benzyDtriphenylarsonium and P-(parasubstituted benzyl)tri(?-butyl)phosphonium cations with the oxidation potentials of their conjugate bases (ylides) as shown in Figures 3 and 4, respectively.