13871-89-1

Basic information

• Product Name: Trimethyl(cyclohexyloxy)silane
• Synonyms: (Cyclohexyloxy)trimethylsilane;(Trimethylsiloxy)cyclohexane;(Trimethylsilyl)cyclohexyl ether;Cyclohexyl(trimethylsilyl) ether;Trimethyl(cyclohexyloxy)silane;Trimethylsiloxycyclohexane
• CAS NO: 13871-89-1
• Molecular Formula: C₉H₂₀OSi
• Molecular Weight: 172.34
• Mol File: 13871-89-1.mol

Chemical Properties

• Boiling Point: 173.3°Cat760mmHg
• Flash Point: 49.1°C
• Appearance: /
• Density: 0.85g/cm³
• Vapor Pressure: 1.71mmHg at 25°C
• Refractive Index: 1.431
• CAS DataBase Reference: Trimethyl(cyclohexyloxy)silane(CAS DataBase Reference)
• NIST Chemistry Reference: Trimethyl(cyclohexyloxy)silane(13871-89-1)
• EPA Substance Registry System: Trimethyl(cyclohexyloxy)silane(13871-89-1)

Safety Data

• Hazardous Substances Data: 13871-89-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H20OSi/c1-11(2,3)10-9-7-5-4-6-8-9/h9H,4-8H2,1-3H3

Upstream product

• 107-46-0 Hexamethyldisiloxane 
• 108-93-0 cyclohexanol 
• 16029-98-4 trimethylsilyl iodide 
• 931-56-6 2-methoxycyclohexane 
• 75-77-4 chloro-trimethyl-silane 
• 16224-09-2 benzyl cyclohexyl ether 
• 108-94-1 cyclohexanone 
• 109621-67-2 6-Bromo-1-trimethylsilanyl-hexan-1-one 
• 5796-98-5 bis-trimethylsilanyl peroxide 
• 931-50-0 cyclohexylmagnesium bromide 
• 43112-38-5 3-(trimethylsilyl)-2-oxazolidinone 
• 4071-88-9 trimethylsilanyl-acetic acid ethyl ester 
• 4648-54-8 trimethylsilylazide 
• 32115-55-2 N,N-Dimethylcarbamidsaeure-trimethylsilylester 

Downstream Products

• 5770-04-7 octylcyclohexyl alcohol 
• 1426-81-9 C₁₂H₁₆FO₂P 
• 56859-50-8 C₁₂H₁₆F₃OP 
• 372-46-3 fluorocyclohexane 
• 626-62-0 Cyclohexyl iodide 
• 92414-06-7 cyclohexyl 2,3,5-tri-O-benzyl-β-D-ribofuranoside 
• 92414-08-9 cyclohexyl 2,3,5-tri-O-benzyl-α-D-ribofuranoside 
• 56632-55-4 cyclohexyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside 
• 56632-56-5 cyclohexyl 2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside 
• 130259-50-6 cyclohexyl 3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside 
• 191340-56-4 1-O-cyclohexyl-2,3,5-tri-O-benzyl-D-ribofuranose 
• 82942-95-8 C₁₈H₃₈OP⁽¹⁺⁾*Br^(1-) 
• 367274-98-4 (2R,3R,4S)-3,4-Bis-benzyloxy-2-benzyloxymethyl-5-cyclohexyloxy-tetrahydro-furan 
• 108-94-1 cyclohexanone 

Relevant articles and documents

Efficient trimethylsilylation of alcohols and phenols with HMDS in the presence of a catalytic amount of 1,3-dibromo-5,5-dimethylhydantoin (DBDMH) as a safe and cheap industrial chemical

1,3-Dibromo-5,5-dimethylhydantoin (DBDMH) is found to be an effective catalyst for trimethylsilylation various alcohols and phenols with hexamethyldisilazane (HMDS) in dichloromethane at room temperature.

N,N′-dibromo-N,N′-1,2-ethanediylbis (benzene sulfonamide) as a novel N-bromo reagent-catalyzed trimethylsilylation of alcohols and phenol with hexamethyldisilazane in both solution and solvent-free conditions

Preparation and catalytic application of N,N′-dibromo-N,N′ -1,2-ethanediylbis (benzene sulfonamide) for the trimethylsilylation of several of alcohols and phenols with hexamethyldisilazane in good to excellent yields under both solution and solvent-free c

Synthesis and characterization of 2-carboxyethyltriphenyl phosphonium tribromide and its application as catalyst in silylation of alcohols and thiols under solvent-free condition

A phosphonium-based catalyst, 2-carboxyethyltriphenyl phosphonium tribromide (CTPTB), has been synthesized by reacting triphenyl phosphine with acrylic acid and potassium bromide under solvent-free condition followed by oxidation of Br- to with KMnO4. This hitherto unknown tribromide reagent is characterized by ultraviolet-visible, Fourier transform-infrared, 1H NMR, and 31P NMR spectroscopy. Its efficacy as catalyst is established by investigating its catalytic activity in silylation of alcohols and thiols by hexamethyl disilazane (HMDS). It is found to be a very good catalyst and selectively and efficiently catalyzes the silylation reactions. Copyright

Trimethylsilylation of alcohols and phenols using KBr as an efficient and reusable catalyst

KBr acts as an efficient and reusable catalyst for the selective and efficient trimethylsilylation of benzylic, primary and secondary aliphatic alcohols and phenols with hexamethyldisilazane. All reactions were performed at room temperature under mild and

Facile method for trimethylsilylation of alcohols using hexamethyldisilazane and ammonium thiocyanate under neutral conditions

A highly efficient method for trimethylsilylation of primary, secondary, tertiary, allylic, and a variety of sugar-derived alcohols using hexamethyldisilazane in the presence of a catalytic amount of ammonium thiocyanate under neutral conditions is reported. Copyright Taylor & Francis Group, LLC.

Triethylsilane as hydride donor in ether formation from carbonyl compounds

Triethylsilane is a convenient hydride source in the conversion of ketones or aldehydes to ethers under mild neutral conditions.

Polystyrene-gallium trichloride complex: A mild, highly efficient, and recyclable polymeric lewis acid catalyst for chemoselective silylation of alcohols and phenols with hexamethyldisilazane

Polystyrene-supported gallium trichloride (PS/GaCl3) as a highly active and reusable heterogeneous Lewis acid effectively activates hexamethyldisilazane (HMDS) for the efficient silylation of alcohols and phenols at room temperature. In this he

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.

Trimethylsilyl Esters as Novel Dual-Purpose Protecting Reagents

Trimethylsilyl esters, AcOTMS, BzOTMS, TCAOTMS, etc., are inexpensive and chemically stable reagents that pose a negligible environmental hazard. Such compounds prove to serve as efficient dualpurpose reagents to respectively achieve acylation and trimethylsilylation of alcohols under acidic or basic conditions. Herein, a detailed study on protection of various substrates and new methodological investigations is described.

Selective hydrogenation of fluorinated arenes using rhodium nanoparticles on molecularly modified silica

The production of fluorinated cyclohexane derivatives is accomplished through the selective hydrogenation of readily available fluorinated arenes using Rh nanoparticles on molecularly modified silica supports (Rh?Si-R) as highly effective and recyclable catalysts. The catalyst preparation comprises grafting non-polar molecular entities on the SiO2 surface generating a hydrophobic environment for controlled deposition of well-defined rhodium particles from a simple organometallic precursor. A broad range of fluorinated cyclohexane derivatives was shown to be accessible with excellent efficacy (0.05-0.5 mol% Rh, 10-55 bar H2, 80-100 °C, 1-2 h), including industrially relevant building blocks. Addition of CaO as scavenger for trace amounts of HF greatly improves the recyclability of the catalytic system and prevents the risks associated to the presence of HF, without compromising the activity and selectivity of the reaction.