18052-80-7

Basic information

• Product Name: 1-(TRIMETHYLSILYL)NAPHTHALENE
• Synonyms: 1-(TRIMETHYLSILYL)NAPHTHALENE;(1-NAPHTHYL)TRIMETHYLSILANE
• CAS NO: 18052-80-7
• Molecular Formula: C₁₃H₁₆Si
• Molecular Weight: 200.35
• Mol File: 18052-80-7.mol
• Article Data: 17

Chemical Properties

• Melting Point: 21.5 °C
• Boiling Point: 284.6°Cat760mmHg
• Flash Point: 111.7°C
• Appearance: /
• Density: 0.95g/cm³
• Vapor Pressure: 0.00505mmHg at 25°C
• Refractive Index: 1.553
• CAS DataBase Reference: 1-(TRIMETHYLSILYL)NAPHTHALENE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(TRIMETHYLSILYL)NAPHTHALENE(18052-80-7)
• EPA Substance Registry System: 1-(TRIMETHYLSILYL)NAPHTHALENE(18052-80-7)

Safety Data

• Hazardous Substances Data: 18052-80-7(Hazardous Substances Data)

Usage

Chemical Structure

1-(Trimethylsilyl)naphthalene consists of a naphthalene ring with a trimethylsilyl group attached to it.

Functionality

It is commonly used as a precursor in organic synthesis and as a reagent in various chemical reactions.

Protecting Group

The trimethylsilyl group is a versatile protecting group in organic chemistry, providing stability to sensitive functional groups during reactions.

Applications

1-(Trimethylsilyl)naphthalene is used in the synthesis of various aromatic compounds and as a building block in the production of pharmaceuticals and agrochemicals.

Industry Role

This compound plays a crucial role in the development and production of various organic compounds in the chemical industry.

InChI:InChI=1/C13H16Si/c1-14(2,3)13-10-6-8-11-7-4-5-9-12(11)13/h4-10H,1-3H3

Upstream product

• 917-64-6 methyl magnesium iodide 
• 1521-08-0 trichloro(1-naphthyl)silane 
• 17938-06-6 1-naphthyltriethoxysilane 
• 17950-84-4 (1-naphthyl)chlorodimethylsilne 
• 676-58-4 methylmagnesium chloride 
• 75-77-4 chloro-trimethyl-silane 
• 14474-59-0 naphthalen-1-yl-lithium 
• 90-13-1 1-Chloronaphthalene 
• 90-11-9 1-Bromonaphthalene 
• 90-14-2 1-Iodonaphthalene 
• 1450-14-2 1,1,1,2,2,2-hexamethyldisilane 
• 56024-26-1 2-carboxybenzenediazonium bromide 
• 81158-99-8 (1E,3E)-4-acetoxy-1-(trimethylsilyl)-1,3-butadiene 
• 75-56-9 methyloxirane 

Downstream Products

• 91-20-3 naphthalene 
• 604-53-5 1,1'-bisnaphthalene 
• 90-13-1 1-Chloronaphthalene 
• 90-11-9 1-Bromonaphthalene 
• 90-14-2 1-Iodonaphthalene 
• 6839-10-7 (2-methoxyphenyl)(1-naphthalenyl)methanol 
• 6844-18-4 (4-methoxyphenyl)(naphthalen-1-yl)methanol 
• 642-28-4 phenyl(1-naphthyl)methanol 
• 86-55-5 1-naphthalenecarboxylic acid 
• 321-38-0 1-Fluoronaphthalene 

Relevant articles and documents

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Time-resolved fluorescence of α,ω-di(1-naphthyl)oligosilanes and 1-naphthyloligosilanes: Intramolecular excimer formation and charge-transfer interactions

The intramolecular photochemical processes excimer formation and charge-transfer (CT) complex formation were investigated by comparing the behavior of α,ω-di(1-naphthyl)permethyloligosilanes ((1-naphthyl)-(SiMe2) n -(1-naphthyl); NS n N, n = 1, 3, and 6) and 1-(1-naphthyl)permethyloligosilanes ((1-naphthyl)-(SiMe2) n -Me; NS n, n = 1, 3, and 6) by use of stationary and time-resolved fluorescence (TR-FL) measurements. Formation of excimer and CT complexes is highly dependent on the silicon chain length and polarity of the medium. Graphical Abstract: Intramolecular excimer formation between the two naphthyl groups and charge transfer interactions between the naphthyl and silane moieties were investigated by use of a time-correlated single-photon counting method.[Figure not available: see fulltext.]

Generation of Aryllithium Reagents from N -Arylpyrroles Using Lithium

Treatment of 1-aryl-2,5-diphenylpyrroles with lithium powder in tetrahydrofuran at 0 °C results in the generation of the corresponding aryllithium reagents through reductive C-N bond cleavage.

Nickel-Catalyzed Decarbonylation of Acylsilanes

Nickel-catalyzed decarbonylation of acylsilanes is developed. In sharp contrast to cross-coupling reactions of acylsilanes, in which the silyl group serves as a leaving group, the silyl group is retained in the product in this decarbonylation reaction. Although the strong binding of the dissociated CO to the nickel center frequently hinders catalyst turnover in nickel-mediated decarbonylative reactions, this reaction can be catalyzed by nickel complexes bearing a CO ligand.