17938-06-6

Basic information

• Product Name: 1-NAPHTHYLTRIETHOXYSILANE
• Synonyms: 1-NAPHTHYLTRIETHOXYSILANE;Triethoxy(naphthalen-1-yl)silane
• CAS NO: 17938-06-6
• Molecular Formula: C₁₆H₂₂O₃Si
• Molecular Weight: 290.42958
• Mol File: 17938-06-6.mol
• Article Data: 8

Chemical Properties

• Boiling Point: 121-3°C/0.1mmHg
• Flash Point: 159.7°C
• Appearance: /
• Density: 1.0476
• Vapor Pressure: 0.000208mmHg at 25°C
• Refractive Index: 1.5273
• Storage Temp.: Inert atmosphere,Room Temperature
• CAS DataBase Reference: 1-NAPHTHYLTRIETHOXYSILANE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-NAPHTHYLTRIETHOXYSILANE(17938-06-6)
• EPA Substance Registry System: 1-NAPHTHYLTRIETHOXYSILANE(17938-06-6)

Safety Data

• TSCA: No
• Hazardous Substances Data: 17938-06-6(Hazardous Substances Data)

Usage

General Description

1-Naphthyltriethoxysilane is a chemical compound with the molecular formula C20H28O3Si. It is a silane coupling agent that is commonly used as an adhesion promoter in the formulation of adhesives, sealants, and coatings. The compound contains a silane group that can react with other materials to form a strong bond, particularly with inorganic surfaces such as glass, metals, and mineral fillers. 1-Naphthyltriethoxysilane is also known for its ability to improve the mechanical and thermal properties of polymers by enhancing their adhesion to various substrates. Furthermore, it is used in the production of advanced materials for industries such as automotive, construction, and electronics.

InChI:InChI=1/C16H22O3Si/c1-4-17-20(18-5-2,19-6-3)16-13-9-11-14-10-7-8-12-15(14)16/h7-13H,4-6H2,1-3H3

Upstream product

• 78-10-4 tetraethoxy orthosilicate 
• 703-55-9 1-naphthylmagnesiumbromide 
• 90-11-9 1-Bromonaphthalene 
• 998-30-1 Triethoxysilane 
• 1521-08-0 trichloro(1-naphthyl)silane 
• 14474-59-0 naphthalen-1-yl-lithium 
• 64-17-5 ethanol 

Downstream Products

• 18768-92-8 [1]naphthyl-triphenyl-silane 
• 18769-70-5 Si-ethoxy-Si',Si',Si'-triethyl-Si-[1]naphthyl-Si-p-tolyl-Si,Si'-p-phenylene-bis-silane 
• 321-38-0 1-Fluoronaphthalene 
• 18764-92-6 Si,Si,Si,Si'-tetraethyl-Si'-[1]naphthyl-Si'-phenyl-Si,Si'-p-phenylene-bis-silane 
• 18764-98-2 di-[1]naphthyl-diphenyl-silane 
• 18848-25-4 butyl-[1]naphthyl-di-p-tolyl-silane 
• 18765-68-9 Si,Si,Si,Si',Si'-pentaethyl-Si'-[1]naphthyl-Si,Si'-p-phenylene-bis-silane 
• 18840-26-1 ethyl-[1]naphthyl-di-p-tolyl-silane 
• 18985-23-4 Si-ethoxy-Si',Si',Si'-triethyl-Si-[1]naphthyl-Si-phenyl-Si,Si'-p-phenylene-bis-silane 
• 18769-67-0 [1]naphthyl-tri-p-tolyl-silane 
• 18840-24-9 (4-toy)2(1-na)Si(Oet) 
• 18765-44-1 Si,Si-diethoxy-Si',Si',Si'-triethyl-Si-[1]naphthyl-Si,Si'-p-phenylene-bis-silane 
• 18769-68-1 tribenzyl-[1]naphthyl-silane 
• 18052-80-7 1-naphthyltrimethylsilane 

Relevant articles and documents

Rhodium(III)-Catalyzed Direct C-H Arylation of Various Acyclic Enamides with Arylsilanes

The stereoselective β-C(sp2)-H arylation of various acyclic enamides with arylsilanes via Rh(III)-catalyzed cross-coupling reaction was illustrated. The methodology was characterized by extraordinary efficacy and stereoselectivity, a wide scope of substrates, good functional group tolerance, and the adoption of environmentally friendly arylsilanes. The utility of this present method was evidenced by the gram-scale synthesis and further elaboration of the product. In addition, Rh(III)-catalyzed C-H activation is considered to be the critical step in the reaction mechanism.

Method for preparing naphthyl alkoxy silane monomers

The invention relates to a method for preparing naphthyl alkoxy silane monomers. The method comprises the following step: mixing alkoxy silane, sodium and 1-naphthalene halide to be reacted to obtain naphthyl alkoxy silane in an organic solvent, wherein the alkoxy silane is selected any one of tetramethoxysilane, methyltrimethoxysilane, tetraethoxysilane and methyl triethoxysilane. The method is easy to operate.

In Situ Generation of ArCu from CuF2 Makes Coupling of Bulky Aryl Silanes Feasible and Highly Efficient

A bimetallic system of Pd/CuF2, catalytic in Pd and stoichiometric in Cu, is very efficient and selective for the coupling of fairly hindered aryl silanes with aryl, anisyl, phenylaldehyde, p-cyanophenyl, p-nitrophenyl, or pyridyl iodides of conventional size. The reaction involves the activation of the silane by CuII, followed by disproportionation and transmetalation from the CuI(aryl) to PdII, upon which coupling takes place. CuIII formed during disproportionation is reduced to CuI(aryl) by excess aryl silane, so that the CuF2 system is fully converted into CuI(aryl) and used in the coupling. Moreover, no extra source of fluoride is needed. Interesting size selectivity towards coupling is found in competitive reactions of hindered aryl silanes. Easily accessible [PdCl2(IDM)(AsPh3)] (IDM = 1,3-dimethylimidazol-2-ylidene) is by far the best catalyst, and the isolated products are essentially free from As or Pd (2: In the Cu-promoted Hiyama process, CuF2 plays the role of two reagents to provide full conversion into the fluoride and copper is also required to transform bulky trialkoxysilanes in situ into CuAr. CuAr immediately transmetalates to Pd, which makes the otherwise inaccessible Pd-catalyzed coupling of bulky arylsilanes feasible and highly efficient.