80673-00-3

Basic information

• Product Name: 3-(TRIMETHYLSILYLETHYNYL)PYRIDINE
• Synonyms: 3-(TRIMETHYLSILYLETHYNYL)PYRIDINE;(3-PYRIDYLETHYNYL)TRIMETHYLSILANE;1-(3-PYRIDYL)-2-TRIMETHYLSILYLACETYLENE;3-(TRIMETHYLSILYLETHYNYL)PYRI;3-TRIMETHYLSILANYLETHYNYL-PYRIDINE;Pyridine, 3-[(trimethylsilyl)ethynyl]- (9CI);3-(Trimethlysilyl-ethynyl)pyridine;3-((TRIMETHYLSILYL)ETHYNYL)PYRIDINE 97%
• CAS NO: 80673-00-3
• Molecular Formula: C₁₀H₁₃NSi
• Molecular Weight: 175.3
• Product Categories: SILYL;Si (Classes of Silicon Compounds);Si-(C)4 Compounds;C9 to C46;Heterocyclic Building Blocks;Pyridines;Heterocycle-Pyridine series
• Mol File: 80673-00-3.mol
• Article Data: 42

Chemical Properties

• Boiling Point: 229 °C(lit.)
• Flash Point: 202 °F
• Appearance: Colorless to yellow/Liquid
• Density: 0.922 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.19mmHg at 25°C
• Refractive Index: n20/D 1.529(lit.)
• Storage Temp.: Freezer
• CAS DataBase Reference: 3-(TRIMETHYLSILYLETHYNYL)PYRIDINE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(TRIMETHYLSILYLETHYNYL)PYRIDINE(80673-00-3)
• EPA Substance Registry System: 3-(TRIMETHYLSILYLETHYNYL)PYRIDINE(80673-00-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• Hazardous Substances Data: 80673-00-3(Hazardous Substances Data)

Usage

General Description

3-[(Trimethylsilyl)ethynyl]pyridine is a pyridine derivative.

InChI:InChI=1/C10H13NSi/c1-12(2,3)8-6-10-5-4-7-11-9-10/h4-5,7,9H,1-3H3

Upstream product

• 100-54-9 pyridine-3-carbonitrile 
• 1066-54-2 trimethylsilylacetylene 
• 113118-81-3 5-bromopyridine-3-carbaldehyde 
• 2510-23-8 3-Ethynylpyridine 
• 75-77-4 chloro-trimethyl-silane 
• 6224-91-5 trimethyl(prop-1-ynyl)silane 
• 223562-51-4 3-(prop-1-yn-1-yl)pyridine 
• 462-08-8 pyridin-3-ylamine 
• 1120-90-7 3-iodopyridine 
• 626-55-1 3-Bromopyridine 
• 65520-08-3 3-bromopyridine hydrochloride 

Downstream Products

• 2510-23-8 3-Ethynylpyridine 
• 91543-98-5 (E/Z)-3-(2-methoxyvinyl)pyridine 
• 1217677-78-5 3-(3,4,4-triphenylbut-3-en-1-ynyl)pyridine 
• 1316695-82-5 1-benzenesulfonyl-3-pyridin-3-ylethynyl-1H-indole 
• 1428445-68-4 C₂₅H₂₆F₃N₇O 
• 1612259-72-9 (4-(acetylthio)phenyl)(3-pyridyl)acetylene 
• 1612259-82-1 dimethyl 6'-((4-(acetylthio)phenyl)ethynyl)-8a'H-spiro[fluorene-9,1'-indolizine]-2',3'-dicarboxylate 
• 1612259-83-2 dimethyl 8'-((4-(acetylthio)phenyl)ethynyl)-8a'H-spiro[fluorene-9,1'-indolizine]-2',3'-dicarboxylate 
• 767353-44-6 1,4-bis[pyrid-3-ylethynyl]-2-trifluoromethylbenzene 
• 1314640-64-6 4-methyl-N-(4-((4-methylpiperazin-1-yl)methyl)-3-(trifluoromethyl)phenyl)-3-(pyridin-3-ylethynyl)benzamide 
• 1034194-35-8 3-(1-benzyl-1H-[1,2,3]triazol-4-yl)-pyridine 
• 1184872-72-7 1-cyclohexyl-3-(pyridin-3-yl)prop-2-yn-1-ol 
• 1184872-82-9 3-(pyridin-3-yl)-1-o-tolylprop-2-yn-1-ol 
• 251549-12-9 1-benzenesulfonyl-5-methanesulfonyl-2-(pyridin-3-yl)indole 

Relevant articles and documents

One-pot synthesis of dihydropyridine carboxylic acids via functionalization of 3-((trimethylsilyl)ethynyl)pyridines and an unusual hydration of alkynes: Molecular docking and antifungal activity

Activation of 3-((trimethylsilyl)ethynyl)pyridine with triflic anhydride followed by nucleophilic addition of bis(trimethylsili) ketene acetals and a unusual alkyne hydration allowed to obtain new series of 3-acetylated dihydropyridine acids 3a-h in a sin

Synthesis, Electrochemistry, and Optical Properties of Highly Conjugated Alkynyl-Ferrocenes and -Biferrocenes

Sonogashira reactions are utilized herein to react iodo-ferrocenes and -biferrocenes with terminal alkyne ligands, functionalized with both pyridine and thioanisole groups. High-yielding reactions generate both monoalkynyl and dialkynyl derivatives, the r

Sustainable Ligand-Free Heterogeneous Palladium-Catalyzed Sonogashira Cross-Coupling Reaction in Deep Eutectic Solvents

The commercially available and cheap Pd/C was found to promote Sonogashira couplings in the environmentally friendly choline chloride/glycerol eutectic mixture in the absence of external ligands. Under heterogeneous conditions, (hetero)aryl iodides were successfully coupled with both aromatic and aliphatic alkynes in yields ranging from 50 to 99 % within 3 h at 60 °C. The aforementioned catalytic system proved to be effective also towards electron-rich iodides, which are notoriously known to be poorly reactive in Pd-catalyzed Sonogashira coupling reactions. The eutectic mixture and the catalyst could easily and successfully be recycled up to four times with an E-factor as low as 24.4.