18081-08-8

Basic information

• Product Name: (2-Naphtyloxy)trimethylsilane
• Synonyms: (2-Naphtyl)(trimethylsilyl) ether;(2-Naphtyloxy)trimethylsilane;2-(Trimethylsiloxy)naphthalene;2-(Trimethylsilyloxy)naphthalene;Trimethyl(2-naphthalenyloxy)silane;Trimethyl(2-naphtyloxy)silane
• CAS NO: 18081-08-8
• Molecular Formula: C₁₃H₁₆OSi
• Molecular Weight: 216.35
• Mol File: 18081-08-8.mol
• Article Data: 69

Chemical Properties

• Melting Point: 69-72 °C
• Boiling Point: 98.2-101.0 °C(Press: 8 Torr)
• Appearance: /
• Density: 1.000±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (2-Naphtyloxy)trimethylsilane(CAS DataBase Reference)
• NIST Chemistry Reference: (2-Naphtyloxy)trimethylsilane(18081-08-8)
• EPA Substance Registry System: (2-Naphtyloxy)trimethylsilane(18081-08-8)

Safety Data

• Hazardous Substances Data: 18081-08-8(Hazardous Substances Data)

Usage

Description

(2-Naphtyloxy)trimethylsilane is an organosilicon compound with the chemical formula C16H18OSi. It is characterized by a naphthalene ring connected to an oxygen atom, which is further linked to a trimethylsilyl group. (2-Naphtyloxy)trimethylsilane is known for its unique chemical properties and reactivity, making it a valuable intermediate in various chemical synthesis processes.

Uses

Used in Pharmaceutical Industry:
(2-Naphtyloxy)trimethylsilane is used as an intermediate in the synthesis of 2-Sulfamate-2-deoxy-1-α-(2-naphthyl)-glucopyranoside Sodium Salt (S789204), a derivative of Napthalene (N345600). This derivative has potential applications in the development of pharmaceutical compounds, particularly those targeting persistent, bioaccumulative, and toxic substances found in tobacco smoke and urban air.
Used in Chemical Synthesis:
(2-Naphtyloxy)trimethylsilane is used as a reagent in various chemical synthesis processes. Its unique structure allows it to participate in a range of reactions, such as nucleophilic substitutions, electrophilic aromatic substitutions, and cross-coupling reactions. This versatility makes it a valuable component in the synthesis of complex organic molecules and advanced materials.
Used in Research and Development:
(2-Naphtyloxy)trimethylsilane is utilized in research and development settings to explore its potential applications and properties. Scientists and chemists investigate its reactivity, stability, and interactions with other compounds to gain insights into new chemical processes and develop innovative applications for this organosilicon compound.

Upstream product

• 75-77-4 chloro-trimethyl-silane 
• 135-19-3 β-naphthol 
• 10416-58-7 N,N-bis(trimethylsilyl)acetamide 
• 999-97-3 1,1,1,3,3,3-hexamethyl-disilazane 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 7677-24-9 trimethylsilyl cyanide 
• 100-51-6 benzyl alcohol 
• 52302-23-5 C₂₄H₂₄O₂Si 
• 4039-32-1 lithium hexamethyldisilazane 

Downstream Products

• 14581-89-6 2-naphthyl 2,3,4,6-tetra-O-acetyl-β-D-glucopyranoside 
• 37812-69-4 1-O-(2′-naphthyl)-2,3,4,6-tetra-O-acetyl-α-D-glucopyranoside 
• 135-19-3 β-naphthol 
• 1523-11-1 naphthalen-2-yl acetate 
• 93-44-7 2-naphthyl benzoate 
• 99366-04-8 (E)-1-(2-(4-nitrophenyl)diazen-1-yl)naphthalen-2-ol 
• 91-57-6 2-Methylnaphthalene 
• 66778-24-3 2-(2-methylphenyl)naphthalene 
• 1239605-43-6 1-(4-(naphthalen-2-yl)benzyl)-1H-pyrrole 
• 68862-02-2 2-([1,1'-biphenyl]-4-yl)naphthalene 
• 612-94-2 2-phenylnaphthalene 
• 59115-45-6 2-(4-methoxyphenyl)naphthalene 
• 59115-49-0 2-(p-tolyl)naphthalene 
• 359653-43-3 2-(4-N,N-dimethylaminophenyl)naphthalene 

Relevant articles and documents

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.

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.

Fast and efficient method for Silylation of alcohols and phenols with HMDS in the presence of bis-thiourea complexes of cobalt, nickel, copper and zinc chlorides

Bis-thiourea complexes of cobalt, nickel, copper and zinc chlorides were used efficiently for rapid and efficient trimethylsilylation of alcohols and phenols with hexamethyldisilazane (HMDS) in CH3CN. All reactions were carried out at room temperature within immediate-120?min timeframe to afford trimethylsilyl ether derivatives in high to excellent yields. Investigation of the results exhibited that the prepared bis-thiourea metal complexes show the activity as Co(tu)2Cl2> Ni(tu)2Cl2> Cu(tu)2Cl2> Zn(tu)2Cl2 in their silylation reactions.