Cas no 137000-75-0 (2,5-Diethynylpyridine)

2,5-Diethynylpyridine is a versatile organic compound featuring two ethynyl groups attached to a pyridine ring at the 2 and 5 positions. This structure imparts unique reactivity, making it valuable in cross-coupling reactions, polymerization, and coordination chemistry. Its terminal alkynes enable efficient formation of conjugated systems, useful in materials science for constructing organic semiconductors, metal-organic frameworks (MOFs), and catalysts. The pyridine moiety enhances solubility and coordination capabilities, facilitating applications in supramolecular chemistry and ligand design. The compound’s rigid, linear geometry and electron-rich nature contribute to its utility in synthesizing advanced functional materials with tailored electronic and optical properties.
2,5-Diethynylpyridine structure
2,5-Diethynylpyridine structure
Product Name:2,5-Diethynylpyridine
CAS No:137000-75-0
MF:C9H5N
MW:127.142701864243
MDL:MFCD11109672
CID:875283
PubChem ID:15393920
Update Time:2025-10-24

2,5-Diethynylpyridine Chemical and Physical Properties

Names and Identifiers

    • 2,5-diethynyl-Pyridine
    • 2,5-diethynylpyridine
    • Pyridine, 2,5-diethynyl- (9CI)
    • Pyridine, 2,5-diethynyl-
    • D4664
    • T70234
    • SCHEMBL24435938
    • AS-58204
    • MFCD11109672
    • Pyridine,2,5-diethynyl-(9ci)
    • CS-0199311
    • F2167-5074
    • 137000-75-0
    • DB-289223
    • AKOS006280809
    • DTXSID00572333
    • 2,5-Diethynylpyridine
    • MDL: MFCD11109672
    • Inchi: 1S/C9H5N/c1-3-8-5-6-9(4-2)10-7-8/h1-2,5-7H
    • InChI Key: XTNNSWWCUMBUHY-UHFFFAOYSA-N
    • SMILES: N1C=C(C#C)C=CC=1C#C

Computed Properties

  • Exact Mass: 127.04225
  • Monoisotopic Mass: 127.042199164g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 199
  • 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
  • XLogP3: 1.4

Experimental Properties

  • Melting Point: 87.0 to 91.0 deg-C
  • PSA: 12.89
  • λmax: 298(CH2Cl2)(lit.)

2,5-Diethynylpyridine Security Information

2,5-Diethynylpyridine Pricemore >>

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Additional information on 2,5-Diethynylpyridine

2,5-Diethynylpyridine: A Comprehensive Overview

2,5-Diethynylpyridine (CAS No. 137000-75-0) is a heterocyclic aromatic compound with significant potential in various chemical and pharmaceutical applications. This compound, characterized by its pyridine ring substituted with two ethynyl groups at the 2 and 5 positions, has garnered attention due to its unique electronic properties and structural versatility. Recent advancements in synthetic methodologies and computational studies have further highlighted its potential in materials science and drug discovery.

The synthesis of 2,5-Diethynylpyridine involves a combination of traditional organic chemistry techniques and modern catalytic processes. Researchers have explored various routes, including the use of transition metal catalysts such as palladium and copper, to achieve efficient and selective formation of this compound. These methods not only enhance the yield but also minimize the environmental footprint, aligning with the growing demand for sustainable chemical synthesis.

One of the most promising applications of 2,5-Diethynylpyridine lies in its use as a building block for advanced materials. Its conjugated system and rigid structure make it an ideal candidate for constructing two-dimensional materials, such as graphene analogs and organic semiconductors. Recent studies have demonstrated that incorporating 2,5-Diethynylpyridine into polymer frameworks can significantly improve their electronic conductivity and mechanical stability, opening new avenues for flexible electronics.

In the pharmaceutical sector, 2,5-Diethynylpyridine has shown potential as a scaffold for developing bioactive molecules. Its ability to form hydrogen bonds and participate in π-π interactions makes it suitable for targeting various biological pathways. For instance, researchers have reported that derivatives of 2,5-Diethynylpyridine exhibit promising anti-inflammatory and anticancer activities in preclinical models. These findings underscore the importance of further exploring its pharmacological properties.

The structural uniqueness of 2,5-Diethynylpyridine also lends itself to applications in supramolecular chemistry. By exploiting its ability to form self-assembled structures through non-covalent interactions, scientists have developed novel materials with tunable properties. For example, studies have shown that 2,5-Diethynylpyridine can form highly ordered supramolecular networks in solution, which could be harnessed for drug delivery systems or sensors.

From a computational standpoint, density functional theory (DFT) studies have provided deeper insights into the electronic structure and reactivity of 2,5-Diethynylpyridine. These studies reveal that the compound exhibits a high degree of aromaticity due to its extended conjugation system. Furthermore, molecular dynamics simulations have shed light on its stability under various environmental conditions, which is crucial for its practical applications.

In conclusion, 2,5-Diethynylpyridine (CAS No. 137000-75-0) stands out as a versatile compound with multifaceted applications across chemistry and materials science. Its unique properties continue to inspire innovative research directions, from sustainable synthesis methods to cutting-edge applications in electronics and medicine. As our understanding of this compound deepens through ongoing studies, it is poised to play an increasingly significant role in advancing modern science.

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