Cas no 656800-40-7 (Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]-)

Technical Introduction: Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]-, is a specialized heterocyclic compound featuring a pyridine core substituted with a methyl group at the 2-position and a trimethylsilyl-protected ethynyl group at the 6-position. This structure confers unique reactivity, particularly in cross-coupling reactions, where the silyl-protected alkyne serves as a versatile intermediate for further functionalization. The trimethylsilyl group enhances stability while allowing selective deprotection under mild conditions. Its applications span pharmaceutical synthesis, materials science, and ligand design, where precise control over molecular architecture is critical. The compound’s well-defined steric and electronic properties make it valuable for constructing complex frameworks in organic and organometallic chemistry.
Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]- structure
656800-40-7 structure
Product Name:Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]-
CAS No:656800-40-7
MF:C11H15NSi
MW:189.329003572464
MDL:MFCD03095278
CID:397695
PubChem ID:15502249
Update Time:2025-05-20

Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]- Chemical and Physical Properties

Names and Identifiers

    • Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]-
    • 2-methyl-6-((trimethylsilanyl)ethynyl)pyridine
    • 2-Methyl-6-((trimethylsilyl)ethynyl)pyridine
    • trimethyl-[2-(6-methylpyridin-2-yl)ethynyl]silane
    • AKOS006275790
    • 656800-40-7
    • KRCRFMUDDJJGCS-UHFFFAOYSA-N
    • trimethyl-[2-(6-methyl-2-pyridyl)ethynyl]silane
    • SCHEMBL3274122
    • 2-methyl-6-((trimethylsilyl)ethynyl)-pyridine
    • DTXSID80573404
    • A867620
    • 2-Methyl-6-[(trimethylsilyl)ethynyl]pyridine
    • 2-Methyl-6-trimethylsilanylethynyl-pyridine
    • DB-303561
    • MDL: MFCD03095278
    • Inchi: 1S/C11H15NSi/c1-10-6-5-7-11(12-10)8-9-13(2,3)4/h5-7H,1-4H3
    • InChI Key: KRCRFMUDDJJGCS-UHFFFAOYSA-N
    • SMILES: [Si](C#CC1C=CC=C(C)N=1)(C)(C)C

Computed Properties

  • Exact Mass: 189.09745
  • Monoisotopic Mass: 189.097376017g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 228
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 0
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • Topological Polar Surface Area: 12.9?2

Experimental Properties

  • PSA: 12.89

Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]- Pricemore >>

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Additional information on Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]-

Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]-: A Comprehensive Overview

The compound Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]-, with the CAS number 656800-40-7, is a highly specialized organic compound that has garnered significant attention in the fields of organic chemistry and materials science. This compound is characterized by its unique structure, which combines a pyridine ring with a trimethylsilyl ethynyl group at the 6-position and a methyl group at the 2-position. The trimethylsilyl group, known for its stability and reactivity, plays a crucial role in determining the compound's properties and applications.

Recent advancements in synthetic chemistry have enabled the precise synthesis of Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]-. Researchers have employed various methodologies, including transition metal-catalyzed cross-coupling reactions and silylation techniques, to achieve high yields and purity. The trimethylsilyl ethynyl group is particularly valuable due to its ability to undergo further functionalization, making this compound a versatile building block in organic synthesis.

In terms of applications, Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]- has found utility in the development of advanced materials. For instance, its use as a precursor in the synthesis of silylated aromatic compounds has been explored for applications in electronics and optoelectronics. The pyridine ring structure provides aromatic stability, while the trimethylsilyl group introduces tunable electronic properties, making this compound ideal for designing materials with specific optical and electronic characteristics.

Recent studies have also highlighted the potential of Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]- in catalytic processes. The trimethylsilyl group's ability to act as a directing group has been leveraged in asymmetric catalysis, enabling the synthesis of enantioselective compounds. This opens up new avenues for its application in pharmaceutical intermediates and fine chemical synthesis.

The structural versatility of Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]- also extends to its reactivity under various conditions. For example, under controlled thermal conditions, the ethynyl group can undergo cyclization reactions to form fused aromatic systems. Such transformations are pivotal in constructing complex molecular architectures for advanced materials.

In conclusion, Pyridine, 2-methyl-6-[(trimethylsilyl)ethynyl]- (CAS No: 656800-40-7) stands as a testament to the ingenuity of modern synthetic chemistry. Its unique combination of structural features and reactivity positions it as a valuable tool in both academic research and industrial applications. As research continues to uncover new potentials for this compound, its role in shaping future materials and technologies is expected to grow significantly.

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