931-70-4

Usage

Uses

Used in Pharmaceutical Industry:
P-Tolylsilane is used as a reagent in organic synthesis for the production of pharmaceuticals. It aids in the synthesis of various pharmaceutical compounds due to its unique chemical properties and reactivity.
Used in Agrochemical Industry:
P-Tolylsilane is used as a reagent in the synthesis of agrochemicals, contributing to the development of effective and efficient crop protection products.
Used in Materials Science:
P-Tolylsilane is used as a building block in the preparation of functionalized silanes, which have applications in materials science for the development of new materials with specific properties.
Used in Surface Modification:
P-Tolylsilane is used in surface modification processes to alter the properties of various materials, such as improving their resistance to wear, corrosion, or enhancing their biocompatibility.
Used in Pharmaceutical Research:
P-Tolylsilane serves as a starting material for the production of silicon-containing compounds with diverse chemical and physical properties, which can be further explored and utilized in pharmaceutical research for the development of new drugs and therapeutic agents.

Upstream product

• 18412-57-2 p-tolyltriethoxysilane 
• 106-38-7 para-bromotoluene 
• 4294-57-9 para-methylphenylmagnesium bromide 
• 201230-82-2 carbon monoxide 
• 624-31-7 4-tolyl iodide 
• 701-35-9 p-tolyltrichlorosilane 

Downstream Products

• 63107-75-5 10-p-tolyl-10H-phenothiasiline 
• 51860-12-9 5-ethyl-10-p-tolyl-5,10-dihydro-phenazasiline 
• 37905-22-9 1-p-tolyl-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane 
• 92808-49-6 1-p-Tolyl-2,8,9-trioxa-1-sila-tricyclo[3.3.1.1^3,7]decane 
• 129821-90-5 Bromo-p-tolyl-silane 
• 15915-93-2 dihydrodi(p-tolyl)silane 
• 106-44-5 p-cresol 
• 129821-88-1 1,2-bis(p-tolyl)disilane 
• 1873-77-4 tris-(trimethylsilyl)silane 
• 1261246-49-4 tris(2-thiophenyl)-p-tolylsilane 
• 1261246-50-7 tris(3-thiophenyl)-p-tolylsilane 
• 1261246-51-8 tris(4-thiomethylphenyl)-p-tolylsilane 
• 1292301-73-5 W(C₅(CH₃)5)(CH₃C(NCH(CH₃)2)2)H₃SiClHC₆H₄CH₃ 

Relevant academic research and scientific papers

CATALYTIC REDUCTION OF HALOGENATED CARBOSILANES AND HALOGENATED CARBODISILANES

Selective reduction methods for halogenated carbosilanes and carbodisilanes are disclosed. More particularly, high yields of the desired carbosilanes and carbodisilanes are obtained by reduction of their halogenated counterparts using a reducing agent and tetrabutylphosphonium chloride (TBPC) as a catalyst.

CO Displacement in an Oxidative Addition of Primary Silanes to Rhodium(I)

The rhodium dicarbonyl {PhB(Ox Me2)2ImMes}Rh(CO)2 (1) and primary silanes react by oxidative addition of a nonpolar Si-H bond and, uniquely, a thermal dissociation of CO. These reactions are reversible, and kinetic measurements model the approach to equilibrium. Thus, 1 and RSiH3 react by oxidative addition at room temperature in the dark, even in CO-Saturated solutions. The oxidative addition reaction is first-Order in both 1 and RSiH3, with rate constants for oxidative addition of PhSiH3 and PhSiD3 revealing kH/kD a 1. The reverse reaction, reductive elimination of Si-H from {PhB(Ox Me2)2ImMes}RhH(SiH2R)CO (2), is also first-Order in [2] and depends on [CO]. The equilibrium concentrations, determined over a 30 °C temperature range, provide ?"H° = a'5.5 ± 0.2 kcal/mol and ?"S° = a'16 ± 1 cal·mol-1K-1 (for 1 a?., 2). The rate laws and activation parameters for oxidative addition (?"Ha§§ = 11 ± 1 kcal·mol-1 and ?"Sa§§ = a'26 ± 3 cal·mol-1·K-1) and reductive elimination (?"Ha§§ = 17 ± 1 kcal·mol-1 and ?"Sa§§ = a'10 ± 3 cal·mol-1K-1), particularly the negative activation entropy for both forward and reverse reactions, suggest the transition state of the rate-Determining step contains {PhB(Ox Me2)2ImMes}Rh(CO)2 and RSiH3. Comparison of a series of primary silanes reveals that oxidative addition of arylsilanes is ca. 5× faster than alkylsilanes, whereas reductive elimination of Rh-Si/Rh-H from alkylsilyl and arylsilyl rhodium(III) occurs with similar rate constants. Thus, the equilibrium constant Ke for oxidative addition of arylsilanes is >1, whereas reductive elimination is favored for alkylsilanes.

Custom Hydrosilane Synthesis Based on Monosilane

The omnipresence of silicon compounds with carbon substituents in synthetic chemistry hides the fact that, except for certain substitution patterns at the silicon atom, their preparation is often far from trivial. The challenge is rooted in the lack of control over nucleophilic substitution with carbon nucleophiles at silicon atoms with three or four leaving groups. For example, SiCl4 usually converts into intractable mixtures of chlorosilanes, typically requiring several distillation cycles to reach high purity. Accordingly, there is no universal approach to silanes with heteroleptic substitution. Here, using a bench-stable SiH4 surrogate, we introduce a general strategy for the on-demand synthesis of silicon compounds decorated with different aryl and alkyl substituents. Reliable protocols are the basis of the selective and programmable synthesis of dihydro- and monohydrosilanes; aryl-substituted trihydrosilanes are also accessible in a straightforward fashion. These otherwise difficult-to-access hydrosilanes are only three or fewer easy synthetic operations away from the SiH4 surrogate. Synthesizing silicon compounds with different carbon substituents from inorganic silicon precursors, i.e., basic silicon chemicals with hydrogen, halogen, or alkoxy substitution, is an intricate and often insoluble task. It is generally difficult to chemoselectively address one of these groups in chemical reactions, particularly when two or more of those are identical. Complicated separation and purification procedures are the result. The challenge of making these silicon compounds containing silicon–carbon bonds, typically hydro- and chlorosilanes, is accentuated considering their high demand in academia and industry. The present approach is a step forward in solving those limitations. It hinges on the stepwise decoration of the silicon atom of a liquid monosilane surrogate. Further development of this strategy and adjusting it to industrial needs could pave the way to easy access of an even more diverse manifold of silicon compounds for synthetic chemistry and material science. Oestreich and colleagues present an approach to the chemoselective stepwise preparation of hydrosilanes with the general formula R4–nSiHn where n = 1–3 and R can be different aryl and alkyl groups. The starting point is a bench-stable SiH4 surrogate with two Si–H bonds masked as cyclohexa-2,5-dien-1-yl substituents. A sequence of palladium-catalyzed Si–H arylation and B(C6F5)3-promoted deprotection and transfer hydrosilylation enables the programmable synthesis of hydrosilanes, even with three different substituents at the silicon atom.

One-pot synthesis and structural characterization of poly(alkoxysilane)s catalyzed by silver-gold complexes

Combinative one-pot Si-Si/Si-O dehydrocoupling of hydrosilanes with alcohols (1:1.5 mole ratio), mediated by a mixture of AgNO3-AuCl 3 (100/1 mole ratio) rapidly produced poly(alkoxysilane)s in reasonably high yield. The addition of small amount of gold complex to the reaction mixture effectively accelerated the coupling reaction compared to the reaction rate with AgNO3 alone. The hydrosilanes include p-X-C 6H4SiH3 (X = H, CH3, OCH 3, F), PhCH2SiH3, and (PhSiH2) 2. The alcohols include MeOH, EtOH, iPrOH, PhOH, and CF 3(CF2)2CH2OH. The weight average molecular weight and polydispersity of the poly(alkoxysilane)s were in the range of 1,600～8,000 Dalton and 1.4～3.5, respectively. The dehydrocoupling reactions of phenylsilane with ethanol (1:3 mole ratio) in the presence of the Ag-Au complexes gave only triethoxyphenylsilane. Copyright

One-pot synthesis of poly(alkoxysilane)s by Si-Si/Si-O dehydrocoupling of silanes with alcohols using Group IV and VIII metallocene complexes

Si-Si/Si-O dehydrocoupling reactions of silanes with alcohols (1:1.5 mole ratio), catalyzed by Cp2MCl2/Red-Al (M=Ti, Zr) and Cp2M′ (M′=Co, Ni), produced poly(alkoxysilane)s in one-pot in high yield. The silanes included p-X-C6H4SiH3 (X=H, CH3, OCH3, F), PhCH2SiH3, and (PhSiH2)2. The alcohols were MeOH, EtOH, iPrOH, PhOH, and CF3(CF2) 2CH2OH. The weight average molecular weight of the poly(alkoxysilane)s ranged from 600 to 8000. The dehydrocoupling reactions of phenylsilane with ethanol (1:1.5 mole ratio) using Cp2HfCl2/Red-Al and phenylsilane with ethanol (1:3 mole ratio) using Cp2TiCl2/Red-Al gave only triethoxyphenylsilane as product.

CARBON-SILICON BOND CLEAVAGE OF ORGANOTRIALKOXYSILANES AND ORGANOSILATRANES WITH m-CHLOROPERBENZOIC ACID AND N-BROMOSUCCINIMIDE. NEW ROUTE TO PHENOLS, PRIMARY ALCOHOLS AND BROMIDES

Alkyl- and aryltriethoxysilanes undergo oxidative carbon-silicon bond cleavage smoothly with m-chloroperbenzoic acid (MCPBA) to afford the corresponding alcohols.Silatranes similarly gave alcohols and bromides with MCPBA and N-bromosuccinimide, respectively.