118722-54-6

Basic information

• Product Name: 2-(ALLYLDIMETHYLSILYL)PYRIDINE, 90%
• Synonyms: 2-(ALLYLDIMETHYLSILYL)PYRIDINE, 90%;Allyldimethyl(2-pyridyl)silane;(2-pyridyl)allyldimethylsilane;dimethyl-prop-2-enyl-pyridin-2-ylsilane
• CAS NO: 118722-54-6
• Molecular Formula: C₁₀H₁₅NSi
• Molecular Weight: 177.3183
• Product Categories: Heterocyclic Compounds
• Mol File: 118722-54-6.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 223.9°C at 760 mmHg
• Flash Point: 71 °C
• Appearance: /
• Density: 0.913 g/mL at 25 °C
• Vapor Pressure: 0.14mmHg at 25°C
• Refractive Index: n20/D 1.5046
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 2-(ALLYLDIMETHYLSILYL)PYRIDINE, 90%(CAS DataBase Reference)
• NIST Chemistry Reference: 2-(ALLYLDIMETHYLSILYL)PYRIDINE, 90%(118722-54-6)
• EPA Substance Registry System: 2-(ALLYLDIMETHYLSILYL)PYRIDINE, 90%(118722-54-6)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26
• RIDADR: UN 3334
• WGK Germany: 3
• Hazardous Substances Data: 118722-54-6(Hazardous Substances Data)

Usage

Uses

2-(Allyldimethylsilyl)pyridine can be used as a pyridyl transfer reagent to prepare substituted pyridine derivatives by reacting with various aryl iodides in the presence of a palladium catalyst and silver(I) oxide activator. It can also be utilized as a coupling reagent in the allylation of carbonyl compounds using a copper catalyst.

InChI:InChI=1/C10H15NSi/c1-4-9-12(2,3)10-7-5-6-8-11-10/h4-8H,1,9H2,2-3H3

Upstream product

• 109-04-6 2-bromo-pyridine 
• 4028-23-3 Allylchlorodimethylsilane 

Downstream Products

• 2459-07-6 methyl pyridine-2-carboxylate 
• 1227076-86-9 2-(2,4-dibromophenyl)pyridine 
• 69036-26-6 1-cyclohexyl-3-buten-1-ol 
• 100840-12-8 (E)-3-methyl-1-phenylhexa-1,5-dien-3-ol 
• 88381-98-0 N-(1-phenyl-3-butenyl)benzylamine 
• 188302-43-4 N-benzyl-2-methylpent-4-en-2-ylamine 
• 5957-90-4 4-(2-pyridinyl)anisole 
• 63996-36-1 2-(4-bromophenyl]pyridine 
• 4467-06-5 2-(4-methylphenyl)pyridine 
• 173681-56-6 1-(4-(pyridin-2-yl)phenyl)ethanone 
• 1008-89-5 2-phenylpyridine 
• 80735-94-0 1-Phenyl-3-buten-1-ol 
• 14506-33-3 1-(4-chlorophenyl)but-3-en-1-ol 
• 24165-63-7 1-p-tolyl-3-buten-1-ol 

Relevant articles and documents

CO2 Conversion into Esters by Fluoride-Mediated Carboxylation of Organosilanes and Halide Derivatives

A one-step conversion of CO2 into heteroaromatic esters is presented under metal-free conditions. Using fluoride anions as promoters for the C-Si bond activation, pyridyl, furanyl, and thienyl organosilanes are successfully carboxylated with CO2 in the presence of an electrophile. The mechanism of this unprecedented reaction has been elucidated based on experimental and computational results, which show a unique catalytic influence of CO2 in the C-Si bond activation of pyridylsilanes. The methodology is applied to 18 different esters, and it has enabled the incorporation of CO2 into a polyester material for the first time. Metal free! A novel methodology is described to convert CO2 into heteroaromatic esters in the presence of organosilanes and organic halides using fluoride anions as promoters for the C-Si bond activation (see scheme). CO2 exhibits a unique catalytic influence in the C-Si bond cleavage of pyridylsilanes, serving as a traceless activator.

Copper-catalyzed allylation of carbonyl derivatives using allyl(2-pyridyl)silanes

(Chemical Equation Presented) We have developed an efficient copper-catalyzed allylation of carbonyl derivatives using allyl(2-pyridyl) silanes, in which the strong directing effect of the 2-pyridyl group was observed. A useful synthesis and allylation of