4520-29-0

Usage

Uses

Used in Silicone Rubber Production:
[benzene-1,3-diylbis(oxy)]bis(trimethylsilane) is used as a crosslinking agent for the production of silicone rubber. It helps in forming a stable network within the rubber, enhancing its mechanical properties and durability.
Used in Organosilicon Compounds Synthesis:
In the synthesis of organosilicon compounds, [benzene-1,3-diylbis(oxy)]bis(trimethylsilane) serves as a coupling agent. It aids in the formation of covalent bonds between silicon and organic groups, creating new compounds with specific properties for various applications.
Used in Organic Synthesis as a Reagent:
[benzene-1,3-diylbis(oxy)]bis(trimethylsilane) is utilized as a reagent in organic synthesis, where it can participate in various chemical reactions to form different organic compounds. Its presence can influence the reaction pathways and outcomes.
Used in Pharmaceutical and Agricultural Chemical Production:
[benzene-1,3-diylbis(oxy)]bis(trimethylsilane) also serves as an intermediate in the production of pharmaceuticals and agricultural chemicals. Its unique structure allows it to be a part of the synthesis process for creating active ingredients or additives in these industries.
Safety Considerations:
Due to its flammable nature, [benzene-1,3-diylbis(oxy)]bis(trimethylsilane) should be handled with care. Exposure to high temperatures or flames may cause it to decompose, producing hazardous fumes. Proper safety measures and precautions should be taken during its use and storage.

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 108-46-3 recorcinol 
• 10416-59-8 N,O-bis-(trimethylsilyl)-acetamide 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 3385-94-2 hexamethyldisilathiane 
• 17882-01-8 3-trimethylsilanyloxy-phenol 
• 25561-30-2 N,O-Bis(trimethylsilyl)trifluoroacetamide 
• 32115-55-2 N,N-Dimethylcarbamidsaeure-trimethylsilylester 

Downstream Products

• 85708-07-2 1,3-Bis-(2,3,4,6-tetra-O-acetyl-β-D-glucopyranosyl)benzene 
• 1228552-11-1 C₁₈H₃₃BO₄Si₂ 
• 108-46-3 recorcinol 
• 82300-66-1 2,4-dihydroxy-1-(2,3,4,6-tetra-O-benzyl-β-D-glucopyranosyl)-benzene 
• 75-76-3 tetramethylsilane 
• 107-46-0 Hexamethyldisiloxane 
• 124647-06-9 2,4-dihydroxy-1-(2,3,4,6-tetra-O-benzyl-α-D-glucopyranosyl)-benzene 

Relevant academic research and scientific papers

Synthesis and characterization of a bifunctional nanomagnetic solid acid catalyst (Fe3O4@CeO2/SO42?) and investigation of its efficiency in the protection process of alcohols and phenols via hexamethyldisilazane under solvent-free conditions

In this research, Fe3O4@CeO2 (FC) was synthesized using the coprecipitation method and functionalized by an ammonium sulfate solution to achieve a heterogeneous solid acid Fe3O4@CeO2/SO42? (FCA) catalyst. The synthesized bifunctional catalyst was used in the protection process of alcohols and phenols using hexamethyldisilazane (HMDS) at ambient temperature under solvent-free conditions. Due to its excellent magnetic properties, FCA can easily be separated from the reaction mixture and reused several times without significant loss in its catalytic activity. Excellent yield and selectivity, simple separation, low cost, and high recyclability of the nanocatalyst are outstanding advantages of this procedure. The characterization was carried out using different techniques such as Fourier transform infrared spectroscopy (FT-IR), scanning electron microscopy (SEM), energy dispersive X-ray spectroscopy (EDX), X-ray diffraction (XRD), and vibrating sample magnetometry (VSM).

A simple and efficient room temperature silylation of diverse functional groups with hexamethyldisilazane using CeO2 nanoparticles as solid catalysts

In this study, a mild and efficient method is developed for the silylation of diverse functional groups using CeO2 nanoparticles (n-CeO2) as solid catalysts with hexamethyldisilazane (HMDS) as silylating agent at room temperature. Alcohols, phenols and acids are silylated to their respective silyl derivatives with faster reaction rate while amines and thiols required relatively longer reaction time. Moreover, the solid catalyst is easily be separated from the reaction mixture and recycled more than five times without any obvious decay in its activity. Powder X-ray diffraction (XRD), transmission electron microscope (TEM), UV–vis diffuse reflectance spectra (UV-DRS) and Raman analyses revealed identical structural integrity, particle size, absorption edge and valence state for the reused solid compared to the fresh solid catalyst.

Nano Fe3O4@ZrO2/SO42?: A highly efficient catalyst for the protection and deprotection of hydroxyl groups using HMDS under solvent-free condition

In this work, we introduce a new procedure for the protection and deprotection process of various types of alcohols and phenols by HMDS in the presence of nano magnetic sulfated zirconia (Fe3O4@ZrO2/SO42?) as a solid acid catalyst under very mild and solvent-free condition. This method has interesting advantages like short reaction times and a simple workup process. With regard to some outstanding benefits of this new heterogeneous catalyst such as excellent yield, reusability of the catalyst and easy thermal stability, high acidity, strong and excellent magnetic properties, this method can be very interesting in aspect of green chemistry Principles.

Highly efficient and chemoselective trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalyzed by reusable electron-deficient [TiIV(salophen)(OTf)2]

In the present work, highly efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalyzed by high-valent [Ti IV(salophen)(OTf)2] is reported. Under these conditions, primary, secondary and tertiary alcohols as well as phenols were silylated in short reaction times and high yields. It is noteworthy that this method can be used for chemoselective silylation of primary alcohols in the presence of secondary and tertiary alcohols and phenols. The catalyst was reused several times without loss of its catalytic activity.

Highly efficient and selective trimethylsilylation of alcohols and phenols with hexamethyldisilazane catalyzed by polystyrene-bound tin(IV) porphyrin

In the present work, investigation of the catalytic activity of tetrakis(p-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [Sn IV(TNH2PP)(OTf)2], supported on chloromethylated polystyrene in the trimethylsilylation of alcohols and phenols with hexamethyldisilazane is reported. The prepared catalyst was characterized by elemental analysis, FT-IR and diffuses reflectance UV-Vis spectroscopic methods. This catalyst was used for selective trimethylsilylation of different alcohols and phenols with HMDS, with short reaction times and high yields. Also the catalyst is of high reusability and stability, in that it was recovered several times without loss of its initial activity.

Electron-deficient vanadium(IV) tetraphenylporphyrin: A new, highly efficient and reusable catalyst for chemoselective trimethylsilylation of alcohols and phenols with hexamethyldisilazane

In the present work, the application of electron-deficient tetraphenylporphyrinatovanadium(IV) trifluoromethanesulfonate, [V IV(TPP)(OTf)2], in the trimethylsilylation of alcohols and phenols with hexamethydisilazane (HMDS) is reported. This new V(IV) catalyst was used as an efficient catalyst for silylation of not only primary alcohols but also sterically hindered secondary and tertiary alcohols with HMDS. Trimethylsilylation of phenols with HMDS was also performed to afford the desired Trimethylsilyl ethers (TMS) ethers. The chemoselectivity of this method was also investigated. This catalyst can be reused several times without loss of its activity. Copyright

Partition coefficients of ketones, phenols, aliphatic and aromatic acids, and esters in n-hexane/nitromethane

Liquid-liquid partition is used in sample preparation and in countercurrent and liquid-liquid chromatographic separations. Partition coefficients are widely used in toxicology, environmental, and analytical chemistry. The K hn determination procedure for the n-hexane/ nitromethane system was optimized and partition coefficients for 99 ketones, esters and trimethylsilyl derivatives of phenols, aliphatic and aromatic acids were determined. For 130 compounds, Khn values were predicted using mathematical relationships between Khn and other physicochemical and structural parameters. Versita Sp. z o.o.

[SnIV(TPP)(BF4)2]: An efficient and reusable catalyst for chemoselective trimethylsilylation of alcohols and phenols with hexamethyldisilazane

Tin(IV)tetraphenylporphyrinato tetrafluoroborate, [SnIV(TPP)(BF4)2], was used as an efficient catalyst for trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS). High-valent [SnIV(TPP)(BF4)2] catalyzes trimethylsilylation of primary, secondary and tertiary alcohols as well as phenols, and the corresponding TMS-ethers were obtained in high yields and short reaction times at room temperature. While, under the same reaction conditions [SnIV(TPP)Cl2] is less efficient to catalyze these reactions. One important feature of this catalyst is its ability in the chemoselective silylation of primary alcohols in the presence of secondary and tertiary alcohols and phenols. The catalyst was reused several times without loss of its catalytic activity.

Novel and highly effective method for the trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS), catalyzed by I2 generated in situ using Fe(NO3)3 · 9 H 2O/NaI under heterogeneous and neutral conditions

Structurally diverse alcohols and phenols were trimethylsilylated in a clean and efficient reaction with hexamethyldisilazane (HMDS) based on the use of I2 generated in situ from Fe(NO3)3 · 9 H2O/NaI. The reaction occurs very rapid in good-to-high yield in CH2Cl2 at room temperature, and the use of toxic and corrosive molecular I2 is avoided.

P-toluenesulfonyl chloride (p-TsCl)-catalyzed trimethylsilylation of hydroxyl groups using hexamethyldisilazane and their regeneration under mild conditions: The first example for catalytic application of p-toluenesulfonyl chloride

The first catalytic application of p-toluenesulfonyl chloride (p-TsCl) for the efficient and selective trimethylsilylation of various types of hydroxyl groups with hexamethyldisilazane (HMDS) in dichloromethane and desilylation of these compounds in water is reported. The reactions were carried out at room temperature and were found to proceed in good to excellent yields.