931-70-4

Basic information

• Product Name: P-TOLYLSILANE
• Synonyms: P-TOLYLSILANE;p-tolysilane
• CAS NO: 931-70-4
• Molecular Formula: C₇H₁₀Si
• Molecular Weight: 122.24
• Mol File: 931-70-4.mol
• Article Data: 7

Chemical Properties

• Melting Point: -6°C
• Boiling Point: 147-148°C
• Appearance: /
• Density: 0.875 g/cm3
• Refractive Index: 1.5112
• CAS DataBase Reference: P-TOLYLSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: P-TOLYLSILANE(931-70-4)
• EPA Substance Registry System: P-TOLYLSILANE(931-70-4)

Safety Data

• Hazardous Substances Data: 931-70-4(Hazardous Substances Data)

Usage

General Description

P-Tolylsilane, also known as 4-methylphenylsilane, is a organosilicon compound with the chemical formula C7H10Si. It is primarily used as a reagent in organic synthesis, particularly in the production of pharmaceuticals and agrochemicals. P-Tolylsilane is a colorless liquid with a characteristic phenyl-like odor. It is a valuable building block in the preparation of functionalized silanes, which have applications in areas such as materials science, surface modification, and pharmaceutical research. P-Tolylsilane can also be used as a starting material for the production of various silicon-containing compounds with diverse chemical and physical properties. It is important to handle p-Tolylsilane with caution as it is flammable and may cause irritation upon contact with skin or eyes.

Upstream product

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

Downstream Products

• 63107-75-5 10-p-tolyl-10H-phenothiasiline 
• 51860-12-9 5-ethyl-10-p-tolyl-5,10-dihydro-phenazasiline 
• 92808-49-6 1-p-Tolyl-2,8,9-trioxa-1-sila-tricyclo[3.3.1.1^3,7]decane 
• 203568-26-7 [MoH₃(CH₃C₆H₄Si(C₆H₄(C₆H₅)PCH₂CH₂P(C₆H₅)2)2)] 
• 129821-90-5 Bromo-p-tolyl-silane 
• 129821-88-1 1,2-bis(p-tolyl)disilane 
• 37905-22-9 1-p-tolyl-2,8,9-trioxa-5-aza-1-sila-bicyclo[3.3.3]undecane 
• 15915-93-2 dihydrodi(p-tolyl)silane 

Relevant articles and documents

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.

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 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.