1014-66-0

Basic information

• Product Name: P-TRIMETHYLSILOXYNITROBENZENE
• Synonyms: P-TRIMETHYLSILOXYNITROBENZENE;trimethyl(4-nitrophenoxy)silane;p-trimethylsiloxynitrobenzene7%;p-Trimethylsiloxynitrobenzenemin97%;p-trimethylsiloxynitrobenzene min 97%;(4-Nitrophenyl)(trimethylsilyl) ether
• CAS NO: 1014-66-0
• Molecular Formula: C₉H₁₃NO₃Si
• Molecular Weight: 211.29
• EINECS: 213-799-8
• Mol File: 1014-66-0.mol

Chemical Properties

• Boiling Point: 104 °C
• Flash Point: 121.8°C
• Appearance: /
• Density: 1.088g/cm³
• Vapor Pressure: 0.00747mmHg at 25°C
• Refractive Index: 1.504
• CAS DataBase Reference: P-TRIMETHYLSILOXYNITROBENZENE(CAS DataBase Reference)
• NIST Chemistry Reference: P-TRIMETHYLSILOXYNITROBENZENE(1014-66-0)
• EPA Substance Registry System: P-TRIMETHYLSILOXYNITROBENZENE(1014-66-0)

Safety Data

• Hazardous Substances Data: 1014-66-0(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
P-Trimethylsiloxynitrobenzene is employed as a reagent in organic synthesis, contributing to the formation of various organic compounds. Its unique chemical properties make it a valuable component in the synthesis process.
Used in Polymer Manufacturing:
P-TRIMETHYLSILOXYNITROBENZENE finds application in the manufacturing of polymers, where it aids in the production of different types of polymeric materials. Its presence in the manufacturing process can influence the properties and performance of the resulting polymers.
Used in Antioxidant and Stabilizer Production:
P-Trimethylsiloxynitrobenzene is used in the production of antioxidants and stabilizers for polymers and other materials. Its radical scavenging ability makes it a crucial component in enhancing the stability and longevity of these materials.
Used in Material Protection:
Due to its radical scavenging properties, P-Trimethylsiloxynitrobenzene is also utilized in the protection of materials against degradation, ensuring their durability and performance over time. This application is particularly relevant in industries where material stability is critical, such as in the production of plastics and other synthetic materials.

InChI:InChI=1/C9H13NO3Si/c1-14(2,3)13-9-6-4-8(5-7-9)10(11)12/h4-7H,1-3H3

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 1124-31-8 potassium 4-nitrophenolate 
• 824-78-2 4-nitrophenol sodium salt 
• 100-02-7 4-nitro-phenol 
• 25436-07-1 trimethylsilyl trichloroacetate 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 

Downstream Products

• 153413-65-1 O,O'-bis-(4-nitrophenyl) N,N-diisopropylphosphoramidite 
• 404951-73-1 O-(2-cyanoethyl) O'-(4-nitrophenyl) N,N-diisopropylphosphoramidite 
• 100-02-7 4-nitro-phenol 
• 796043-67-9 ZrCl₂(para-nitrophenoxide)2(1,10-phenenthroline) 
• 796043-65-7 ZrCl₂(para-nitrophenoxide)2(2,2'-bipyridine) 
• 796043-63-5 ZrCl₂(para-nitrophenoxide)2(pyridine)2 
• 796043-66-8 ZrCl₃(para-nitrophenoxide)(1,10-phenenthroline) 
• 796043-64-6 ZrCl₃(para-nitrophenoxide)(2,2'-bipyridine) 
• 796043-62-4 ZrCl₃(para-nitrophenoxide)(pyridine)2 
• 55907-85-2 4-NO₂C₆H₄OSF₂CF(CF₃)2 
• 125716-15-6 ZrCl(para-nitrophenoxide)3 
• 555-16-8 4-nitrobenzaldehdye 
• 1825-64-5 isopropoxytrimethylsilane 
• 22792-02-5 4-hydroxy-N-octyl-aniline 

Relevant articles and documents

Chlorozincate(II) acidic ionic liquid: Efficient and biodegradable silylation catalyst

A practical and highly efficient silylation of alcohol and phenol derivatives with hexamethyldisilazane (HMDS) using acidic ionic liquids under mild reaction conditions is described. A series of Br?nsted as well as Br?nsted–Lewis acidic ionic liquids were prepared and their performance investigated for the silylation of a wide variety of alcohols and phenols with HMDS. Imidazole- as well as N-methyl-2-pyrrolidone-based acidic ionic liquids have a higher catalytic activity for the protection of sensitive, hindered alcohols and phenols, thus providing an environmentally begin and versatile alternative to current acid catalysts. In addition, the acidic ionic liquids are reusable, being recovered easily and reused several times without significant deterioration in catalytic activity.

Highly efficient protection of alcohols and phenols catalysed by tin porphyrin supported on MIL-101

The catalytic activity of 5,10,15,20-tetrakis(4-aminophenyl)porphyrinatotin(IV) trifluoromethanesulfonate, [SnIV(TNH2PP)(OTf)2], supported on chloromethylated MIL-101, was investigated in the trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) and also their tetrahydropyranylation with 3,4-dihydro-2H-pyran. Excellent yields, mild reaction conditions, short reaction times and reusability of the catalyst without significant decrease in its initial activity are noteworthy advantages of this supported catalyst.

H5IO6/KI: A new combination reagent for iodination of aromatic amines, and trimethylsilylation of alcohols and phenols through in situ generation of iodine under mild conditions

A simple method for the in situ generation of iodine using H 5IO6/KI has been developed, and its application in silylation of OH group and iodination of aromatic amines is described.

KF/clinoptilolite NPs: An efficient and heterogeneous catalyst for chemoselective silylation of alcohols and phenols

Potassium fluoride incorporated on clinoptilolite nanoparticles (KF/CP NPs) by ion exchanging is found to be an effective and inexpensive heterogeneous nanocatalyst for chemoselective silylation of alcohols and phenols with 1,1,1,3,3,3-hexamethyldisilazane (HMDS) at room temperature. Nano-powder of clinoptilolite (CP) was prepared using a planetary ball mill mechanically method and characterized by dynamic light scattering (DLS), X-ray powder diffraction (XRD) and scanning electron microscope (SEM) analyses. Almost all of products were obtained in high yields as well as short reaction times and the catalyst was also reused eight times without loss of its catalytic activity.

Silica sulfuric acid as a reusable catalyst for efficient and simple silylation of hydroxyl groups using hexamethyldisilazane (HMDS)

At room temperature, alcohols and phenols are efficiently protected with hexamethyldisilazane (HMDS) in the presence of silica sulfuric acid in good to excellent yields. The catalyst can be recycled for subsequent reactions without any appreciable loss of efficiency. Copyright Taylor and Francis Group, LLC.

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.

[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.

Rapid and highly efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) catalysed by in situ generated I2 using Oxone /KI or cerium ammonium nitrate (CAN)/KI systems under mild conditions

Structurally diverse alcohols and phenols were trimethylsilylated in clean and efficient reactions with hexamethyldisilazane (HMDS) in the presence of a catalytic amount of I2 generated in situ from Oxone /KI or CAN/KI systems. The reactions occur rapidly in good to high yields in wet CH2Cl2 at room temperature. Indian Academy of Sciences.

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).