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
• Article Data: 27

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

General Description

P-Trimethylsiloxynitrobenzene is a chemical compound that belongs to the class of nitro aromatics. It has a molecular formula C9H13NO3Si and a molecular weight of 211.29 g/mol. This chemical is used as a reagent in organic synthesis and also finds application in the manufacturing of polymers and other organic compounds. It is a yellow crystalline solid with a melting point of 59-61°C and a boiling point of 176-178°C. P-Trimethylsiloxynitrobenzene is also known for its ability to act as a radical scavenger and is used in the production of antioxidants and stabilizers for polymers and other materials. Additionally, it is considered to be a hazardous chemical and should be handled with care due to its potential health and environmental risks.

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

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

Downstream Products

• 1825-64-5 isopropoxytrimethylsilane 
• 125716-15-6 ZrCl(para-nitrophenoxide)3 
• 55907-85-2 4-NO₂C₆H₄OSF₂CF(CF₃)2 
• 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 
• 555-16-8 4-nitrobenzaldehdye 
• 404951-73-1 O-(2-cyanoethyl) O'-(4-nitrophenyl) N,N-diisopropylphosphoramidite 
• 153413-65-1 O,O'-bis-(4-nitrophenyl) N,N-diisopropylphosphoramidite 
• 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.

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.

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 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.

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.

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

Activation of hexamethyldisilazane (HMDS) by TiO2 nanoparticles for protection of alcohols and phenols: the effect of the catalyst phase on catalytic activity

Anatase TiO2 nanoparticles (TiO2 NPs) were synthesized by the sol–gel method using titanium tetra-isopropoxide (TTIP), isopropyl alcohol, and distilled water and then calcined at 400?°C for 3?h. X-ray diffraction and scanning electron microscopy methods, and Fourier transform infrared spectroscopy were used for characterization of the obtained TiO2 NPs. The obtained anatase TiO2 NPs were used as heterogeneous catalyst for trimethylsilation of various alcohols or phenols with hexamethyldisilazane (HMDS) in CH3CN at room temperature. High to quantitative yields of the products were obtained within short reaction times at room temperature using a very low loading of pure TiO2 NPs without any post-modification with Bronsted or Lewis acid species such as ClSO3H or HClO4. The catalyst can be recycled at least three times without significant loss of its activity. The results of this study provide evidence that the pure anatase phase of TiO2 exhibits higher catalytic activity in terms of catalyst loading and required reaction time compared to a mixture of anatase and rutile phases found in the commercial samples for trimethylsilation of various alcohols or phenols with HMDS.