Cas no 71580-43-3 (1H-Pyrrole, 3-ethynyl-)

1H-Pyrrole, 3-ethynyl-, is a heterocyclic organic compound featuring a pyrrole core substituted with an ethynyl group at the 3-position. This structure offers versatility in synthetic chemistry, particularly in the construction of complex molecular frameworks via click chemistry, Sonogashira coupling, and other cross-coupling reactions. The ethynyl moiety enhances reactivity, enabling efficient functionalization for applications in pharmaceuticals, agrochemicals, and materials science. Its stability under controlled conditions and compatibility with diverse reaction conditions make it a valuable intermediate for researchers developing advanced organic compounds. The compound's well-defined reactivity profile ensures reproducibility in synthetic pathways, supporting its use in precision chemical synthesis.
1H-Pyrrole, 3-ethynyl- structure
1H-Pyrrole, 3-ethynyl- structure
Product Name:1H-Pyrrole, 3-ethynyl-
CAS No:71580-43-3
MF:C6H5N
MW:91.1106011867523
MDL:MFCD18449483
CID:545353
PubChem ID:15156556
Update Time:2025-10-31

1H-Pyrrole, 3-ethynyl- Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrrole, 3-ethynyl-
    • 3-ethynyl-1H-pyrrole
    • DTXSID50569278
    • 71580-43-3
    • EN300-787627
    • AKOS006373462
    • MDL: MFCD18449483
    • Inchi: 1S/C6H5N/c1-2-6-3-4-7-5-6/h1,3-5,7H
    • InChI Key: RLXKOXAWZXUMTP-UHFFFAOYSA-N
    • SMILES: N1C=CC(C#C)=C1

Computed Properties

  • Exact Mass: 91.04225
  • Monoisotopic Mass: 91.042199164g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 7
  • Rotatable Bond Count: 1
  • Complexity: 98
  • 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
  • XLogP3: 1
  • Topological Polar Surface Area: 15.8?2

Experimental Properties

  • PSA: 15.79

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Additional information on 1H-Pyrrole, 3-ethynyl-

1H-Pyrrole, 3-ethynyl- (CAS No. 71580-43-3): A Versatile Building Block in Modern Chemical Biology

1H-Pyrrole, 3-ethynyl- (CAS No. 71580-43-3) is a significant heterocyclic compound that has garnered considerable attention in the field of chemical biology and pharmaceutical research. This compound, characterized by its pyrrole core and a 3-ethynyl substituent, serves as a versatile intermediate in the synthesis of various biologically active molecules. Its unique structural features make it a valuable tool for researchers exploring novel therapeutic agents and synthetic methodologies.

The CAS No. 71580-43-3 provides a unique identifier for this compound, ensuring precise classification and retrieval in scientific databases. The presence of the ethynyl group at the 3-position of the pyrrole ring imparts distinct reactivity, making it an attractive candidate for further functionalization. This reactivity has been exploited in numerous synthetic pathways, particularly in the development of complex organic molecules that mimic natural products and exhibit promising biological activities.

In recent years, the applications of 1H-Pyrrole, 3-ethynyl- have expanded significantly, driven by advancements in synthetic chemistry and an increased understanding of its mechanistic properties. One of the most notable areas of research involves its use as a precursor in the synthesis of metal-organic frameworks (MOFs) and coordination polymers. These materials have diverse applications, including catalysis, gas storage, and sensing technologies. The ethynyl functionality allows for facile coupling reactions with transition metals, facilitating the construction of intricate structural motifs.

Furthermore, the pyrrole moiety is well-known for its presence in numerous natural products and pharmaceuticals. Compounds containing this scaffold often exhibit significant biological activity, ranging from antimicrobial to anticancer properties. The introduction of a 3-ethynyl group into the pyrrole core enhances its potential as a pharmacophore by introducing additional sites for chemical modification. This has led to the development of novel derivatives with tailored biological activities, making it a cornerstone in medicinal chemistry research.

Recent studies have highlighted the role of 1H-Pyrrole, 3-ethynyl- in the development of innovative synthetic strategies. For instance, palladium-catalyzed cross-coupling reactions have been extensively utilized to introduce various functional groups at different positions of the pyrrole ring. These reactions are highly efficient and allow for the rapid construction of complex molecular architectures. The ability to selectively modify specific regions of the molecule has opened new avenues for drug discovery and material science applications.

The versatility of 1H-Pyrrole, 3-ethynyl- is further underscored by its utility in organic electronics and photovoltaic devices. The conjugated system formed by the pyrrole ring and the ethynyl substituent makes it an excellent candidate for designing organic semiconductors and light-emitting diodes (OLEDs). Researchers have leveraged its electronic properties to develop materials with enhanced charge transport capabilities, which are crucial for next-generation electronic devices.

In conclusion, 1H-Pyrrole, 3-ethynyl- (CAS No. 71580-43-3) is a multifaceted compound with broad applications across multiple scientific disciplines. Its unique structural features and reactivity make it an indispensable tool for synthetic chemists and biologists alike. As research continues to uncover new methodologies and applications, this compound is poised to play an even more significant role in advancing chemical biology and pharmaceutical sciences.

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