2896-10-8

Usage

Uses

Used in Coordination Chemistry:
TRI-(4-METHYLPHENYL)ARSINE is used as a ligand for forming coordination compounds with metal ions. Its ability to bind with metals enhances the stability and reactivity of the resulting complexes, making it a valuable component in the development of new materials and catalysts.
Used in Organic Synthesis:
As a catalyst, TRI-(4-METHYLPHENYL)ARSINE facilitates various organic reactions, improving the efficiency and selectivity of the processes. Its catalytic properties are particularly useful in the synthesis of pharmaceuticals, agrochemicals, and other specialty chemicals.
Used in Medicine:
TRI-(4-METHYLPHENYL)ARSINE has potential applications in the medical field, where its unique chemical properties may contribute to the development of new drugs and therapies. However, due to its high toxicity, extensive research and development are required to ensure its safe and effective use in medicinal applications.
Used in Agriculture:
In agriculture, TRI-(4-METHYLPHENYL)ARSINE may be utilized in the development of new pesticides or herbicides, leveraging its chemical properties to target specific pests or weeds while minimizing harm to the environment and non-target organisms.
Used in Materials Science:
TRI-(4-METHYLPHENYL)ARSINE's potential applications in materials science include the creation of new materials with unique properties, such as improved conductivity, stability, or catalytic activity. Its use in this field can contribute to advancements in various industries, including electronics, energy, and environmental protection.

InChI:InChI=1/C21H21As/c1-16-4-10-19(11-5-16)22(20-12-6-17(2)7-13-20)21-14-8-18(3)9-15-21/h4-15H,1-3H3

Upstream product

• 4294-57-9 para-methylphenylmagnesium bromide 
• 624-31-7 4-tolyl iodide 
• 696-61-7 4-tolylmagnesium chloride 
• 2417-95-0 p-tolyllithium 
• 202211-52-7 tris(2,6-dimethoxybenzenethiolato)arsine 
• 7732-18-5 water 
• 7778-39-4 orthoarsenic acid 
• 539-44-6 N-4-methylphenylhydrazine 
• 102395-95-9 oxo-p-tolyl-arsane cyclooligomers 
• 60-29-7 diethyl ether 
• 106-43-4 para-chlorotoluene 
• 21498-51-1 Potassium Diphenylarsenide 
• 537-64-4 bis(p-tolyl)mercury 
• 698-64-6 dichloro(4-methylphenyl)arsine 

Downstream Products

• 29124-39-8 tetra-p-tolyl-arsonium; iodide 
• 73694-87-8 diiodo-tri-p-tolyl-arsorane 
• 79390-60-6 cis-[PtCl₂(As(p-CH₃C₆H₄)3)2] 
• 87457-44-1 trichlorobis(tri-p-tolylarsine)(methanol)ruthenium(III) 

Relevant academic research and scientific papers

Synthesis and X-ray crystal structure of (p-CH3C6H4)3As=N-S3N3

A 1:2.5 mole ratio reaction of S4N4 with (p-tolyl)3As in a solvent mixture of CH3CN and C6H6 at ca. 50 deg C gives (p-CH3C6H4)3As=N-S3N3 in ca. 75percent yield after a two day reaction period.The compound, (p-CH3C6H4)3As=N-S3N3 crystallizes in the triclinic space group P with a = 9.216(2) Angstroem, b = 11.124(4) Angstroem, c = 12.398(4) Angstroem, α = 76.43(2) deg, β = 83.06(2) deg, γ = 67.09(2) deg, V = 1137.4(6) Angstroem3, Z = 2.The structure is refined to a final R value of 0.047 with Rw = 0.049.The As-N bond distance is 1.78 Angstroem while the average S-N ring distance is 1.62 Angstroem.Keywords: Arsenic; Tertiary arsines; Thiazenes; X-ray diffraction

Fundamental Study on Arsenic(III) Halides (AsX3; X = Br, I) toward the Construction of C3-Symmetrical Monodentate Arsenic Ligands

Arsenic ligands have attracted considerable attention in coordination chemistry. Arsenic(III) halides are the most important starting materials in the preparation of monodentate arsenic ligands. In this work, we optimized the synthetic methodologies of arsenic(III) halides (AsX3; X = Br, I) and examined the difference of their physical properties such as solubility to organic solvent and reactivity to nucleophiles. In addition, a wide variety of monodentate arsenic ligands were prepared with the obtained AsX3. Finally, the obtained monodentate arsenic ligands were utilized for copper-free Sonogashira cross-coupling reaction in the reaction system with porphyrin. The results showed that monodentate arsenic ligands have higher catalytic activity compared with triphenylphosphine because of the difference of the electronic features of lone pairs between arsenic and phosphorus atoms.

Two-step synthesis of triarylmetals (As, Sb, Bi) starting from the metal oxides and 2,6-dimethoxybenzenethiol

Reported here is a new synthetic method of triarylmetals MAr3 (M = As, Sb, Bi). It is composed of two-step reactions starting from the metal oxides: (1) A reaction of the metal oxide with 2,6-dimethoxybenzenethiol ΦSH [Φ = 2,6-(MeO)2C6H3] in the presence of acid to give the thiolatometals M(SΦ)3, and (2) A reaction of M(SΦ)3 with organolithium reagent LiAr to give MAr3 (Ar = Ph, 4-MeC6H4, 4-Me2NC6H4, Φ). Since ΦSH is odorless and crystalline, most of it can be recovered after the reactions without difficulty for repeated usages. The intermediates M(SΦ)3 are also crystalline and inert against hydrolysis.

Methyl transfers. 14. Nucleophilic catalysis of nucleophilic substitution

Nucleophiles X- can catalyze the substitution Nu- + RY → NuR + Y- by adding the faster pathway X- + RY → XR + Y- followed by Nu- + XR → RNu + X-. New examples include catalysis by I- of the exchange of methyl between two dialkyl sulfides and the transfer of methyl from an arsonium salt to a phosphine. The individual reactions are separately studied and some equilibrium information is presented. Iodide is ineffective in the transfer of methyl between two pnosphines, which is not detected with or without iodide. The Marcus equation treatment of this catalysis is shown to require that the identity transfer of R between two X- groups be far faster than that for transfer of R between two Nu- groups. Nucleophiles other than I- are discussed. The possibility that some "supernucleophiles" may have fast identity rates is discussed, and literature evidence that this is indeed the case is presented. Stereochemical studies using chiral methyl derivatives have shown that vitamin B12 does provide a nucleophilic catalysis to methyl transfer in living systems. Thus, the apparently superfluous participation of B12 in some biological methyl transfers is explained.

TRITOLYLARSONIUM AND TRIS(METHOXYPHENYL)ARSONIUM YLIDES THE EFFECTS OF ortho-SUBSTITUENTS IN TRIARYLARSONIUM GROUPS ON THE PROPERTIES OF YLIDES

A number of tritolylarsonium and tris(methoxyphenyl)arsonium cyclopentadienylides and other ylides have been prepared and their properties (basicity, NMR spectra, reactions with aldehydes and nitrosobenzene, acetylation, and methanolysis) have been investigated.Substituents in the m- or p-positions of triarylarsonium groups have little effect on properties, but o-substituents result in markedly lower reactivity and lower basicity, and these ylides were also more difficult to prepare.NMR spectra gave indication of crowding in some of these o-substituted ylides.The effects of the o-substituents are discussed. p-Methyl- and p-methoxy-substituents increased the proportion of anil to ketoxime formed in reactions with nitrosobenzene, but the o-methoxy analogue gave only ketoxime.

Photostimulated Reactions of Potassium Diphenylarsenide with Haloarenes by the SRN1 Mechanism

Photostimulated reactions of haloarenes with potassium diphenylarsenide (3) were studied in liquid ammonia. p-Chloro-, p-bromo-, and p-iodotoluenes gave four products: triphenylarsine, p-tolyldiphenylarsine, di-p-tolylphenylarsine and tri-p-tolylarsine.Similarly, with p-chloro, p-bromo-, and p-iodoanisole as substrates, four arsines were found as products: triphenylarsine, p-anisyldiphenylarsine, di-p-anisylphenylarsine and tri-p-anisylarsine. p-Chlorotoluene and p-bromoanisole are unreactive in the dark, but with 4-chlorobenzophenone there is a dark reaction, which is accelerated by light and inhibited by m-dinitrobenzene and oxygen.Withthe latter substrate, only the straightforward substitution product is formed.These reactions are believed to occur by the SRN1 mechanism, with an exstra feature of reversible coupling of aryl radicals with arside ions, which causes the scrambling of aryl rings.It is suggested that the low-lying ?* MO of the benzophenone moiety prevents C-As bond breaking in the radical anion intermediate in that case.

Selective formation of ethanol from methanol, hydrogen and carbon monoxide

A process for the selective formation of ethanol which comprises contacting methanol, hydrogen and carbon monoxide with a catalyst system comprising cobalt acetylacetonate, a tertiary organo Group V A compound of the periodic Table, a first promoter comprising an iodine compound and a second promoter comprising a ruthenium compound.