17890-16-3

Basic information

• Product Name: 2-[2-(Trimethylsilyl)ethyl]pyridine
• Synonyms: 2-[2-(Trimethylsilyl)ethyl]pyridine
• CAS NO: 17890-16-3
• Molecular Formula: C10H17NSi
• Molecular Weight: 0
• Mol File: 17890-16-3.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-[2-(Trimethylsilyl)ethyl]pyridine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-[2-(Trimethylsilyl)ethyl]pyridine(17890-16-3)
• EPA Substance Registry System: 2-[2-(Trimethylsilyl)ethyl]pyridine(17890-16-3)

Safety Data

• Hazardous Substances Data: 17890-16-3(Hazardous Substances Data)

Usage

Chemical structure

2-[2-(Trimethylsilyl)ethyl]pyridine is a pyridine derivative with a trimethylsilyl group attached to the nitrogen atom.

Common uses

Used as a nucleophilic catalyst in organic reactions such as silylation of alcohols and phenols, as well as in the synthesis of pharmaceuticals and agrochemicals.

Catalytic properties

Efficiently catalyzes reactions under mild conditions.

Stability

Considered to be relatively stable and can be easily handled in a laboratory setting.

Upstream product

• 17082-69-8 2-trichlorosilylethylpyridine 
• 75-16-1 methylmagnesium bromide 
• 111770-80-0 3-bromo-6-(trimethylsilylethynyl)pyridine 
• 86521-05-3 2-(trimethylsilylethynyl)pyridine 
• 1066-54-2 trimethylsilylacetylene 
• 109-04-6 2-bromo-pyridine 
• 110-86-1 pyridine 
• 754-05-2 ethenyltrimethylsilane 
• 100-69-6 2-vinylpyridine 
• 75-77-4 chloro-trimethyl-silane 
• 109-06-8 α-picoline 
• 2344-80-1 Chloromethyltrimethylsilane 

Relevant articles and documents

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Rhodium Complexes Bearing PAlP Pincer Ligands

We report rhodium complexes bearing PAlP pincer ligands with an X-type aluminyl moiety. IR spectroscopy and single-crystal X-ray diffraction analysis of a carbonyl complex exhibit the considerable σ-donating ability of the aluminyl ligand, whose Lewis acidity is confirmed through coordination of pyridine to the aluminum center. The X-type PAlP-Rh complexes catalyze C2-selective monoalkylation of pyridine with alkenes.

A Convenient Palladium-Catalyzed Coupling Approach to 2,5-Disubstituted Pyridines

2,5-Dibromopyridine has been found to undergo a regioselective palladium-catalyzed coupling reaction with terminal acetylenes and arylzinc halides to give the corresponding 2-alkynyl-5-bromo- and 2-aryl-5-bromopyridines, respectively, in 70percent-90percent isolated yields.To complement this chemistry, the triflate derived from 2-methyl-5-pyridinol was found to participate in a palladium-catalyzed reaction with terminal acetylenes leading to the corresponding 5-alkynyl-2-methylpyridines.These intermediates can be further manipulated to afford a broad range of 2,5-disubstituted pyridines.