Cas no 27649-43-0 (3-phenyl-1H-pyrrole)

3-Phenyl-1H-pyrrole is a heterocyclic aromatic compound featuring a pyrrole ring substituted with a phenyl group at the 3-position. This structure imparts unique electronic and steric properties, making it a valuable intermediate in organic synthesis and pharmaceutical research. Its conjugated system enhances reactivity in electrophilic substitution and metal-catalyzed coupling reactions, facilitating the construction of complex molecular architectures. The compound's stability and compatibility with diverse reaction conditions further underscore its utility in medicinal chemistry, particularly in the development of bioactive molecules and functional materials. Its well-defined chemical behavior and versatility in derivatization make 3-phenyl-1H-pyrrole a preferred choice for researchers in synthetic and applied chemistry.
3-phenyl-1H-pyrrole structure
3-phenyl-1H-pyrrole structure
Product Name:3-phenyl-1H-pyrrole
CAS No:27649-43-0
MF:C10H9N
MW:143.185162305832
MDL:MFCD06660456
CID:251330
PubChem ID:5324110
Update Time:2025-05-21

3-phenyl-1H-pyrrole Chemical and Physical Properties

Names and Identifiers

    • 1H-Pyrrole, 3-phenyl-
    • 3-PHENYL-1H-PYRROLE
    • 1H-Pyrrole,3-phenyl
    • 2-phenyl-pyrrole
    • 3-phenyl pyrrole
    • 3-Phenylpyrrol
    • GL-0467
    • EN300-247677
    • 3-phenylpyrrole
    • InChI=1/C10H9N/c1-2-4-9(5-3-1)10-6-7-11-8-10/h1-8,11
    • CS-0117116
    • CBA64943
    • 27649-43-0
    • MFCD06660456
    • SCHEMBL720957
    • DTXSID20415874
    • LJDRAKFYYGCAQC-UHFFFAOYSA-N
    • AKOS000365554
    • 3-phenyl-1H-pyrrole
    • MDL: MFCD06660456
    • Inchi: 1S/C10H9N/c1-2-4-9(5-3-1)10-6-7-11-8-10/h1-8,11H
    • InChI Key: LJDRAKFYYGCAQC-UHFFFAOYSA-N
    • SMILES: N1C=CC(=C1)C1C=CC=CC=1

Computed Properties

  • Exact Mass: 143.07300
  • Monoisotopic Mass: 143.073499291g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 1
  • Complexity: 116
  • 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: 2.3
  • Topological Polar Surface Area: 15.8?2

Experimental Properties

  • Density: 1.076
  • Boiling Point: 304.1°Cat760mmHg
  • Flash Point: 125.4°C
  • Refractive Index: 1.596
  • PSA: 15.79000
  • LogP: 2.68170

3-phenyl-1H-pyrrole Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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3-phenyl-1H-pyrrole Production Method

Additional information on 3-phenyl-1H-pyrrole

3-Phenyl-1H-Pyrrole: A Comprehensive Overview

3-Phenyl-1H-pyrrole is a heterocyclic aromatic compound that has garnered significant attention in the fields of organic chemistry, materials science, and pharmacology. With the CAS number 27649-43-0, this compound is classified under the broader category of pyrrole derivatives. The molecule consists of a five-membered ring containing one nitrogen atom and a phenyl group attached at the third position, making it structurally distinct and versatile for various applications.

The synthesis of 3-phenyl-1H-pyrrole has been extensively studied, with researchers exploring various methodologies to optimize its production. Recent advancements have focused on green chemistry approaches, such as using microwave-assisted synthesis or catalytic systems to enhance yield and reduce environmental impact. These methods not only improve the efficiency of synthesis but also align with the growing demand for sustainable chemical processes.

One of the most notable applications of 3-phenyl-1H-pyrrole lies in its use as a building block for more complex molecules. Its aromaticity and reactivity make it an ideal precursor for synthesizing advanced materials, including conductive polymers and organic semiconductors. For instance, researchers have successfully incorporated 3-phenyl-1H-pyrrole into polymeric frameworks to develop materials with enhanced electronic properties, paving the way for applications in flexible electronics and optoelectronic devices.

In the realm of pharmacology, 3-phenyl-1H-pyrrole has shown promise as a lead compound for drug development. Studies have demonstrated its potential as an anti-inflammatory agent, with research focusing on its ability to modulate key inflammatory pathways. Additionally, its unique structure has been exploited in the design of bioactive molecules targeting various therapeutic areas, including cancer and neurodegenerative diseases.

Recent breakthroughs in computational chemistry have further elucidated the electronic properties of 3-phenyl-1H-pyrrole, providing deeper insights into its reactivity and stability. Advanced simulations have revealed that the compound exhibits a high degree of conjugation, which contributes to its excellent electron transport capabilities. This understanding has been instrumental in guiding experimental efforts to tailor its properties for specific applications.

The versatility of 3-phenyl-1H-pyrrole extends to its role in supramolecular chemistry. Researchers have utilized its ability to form hydrogen bonds and π–π interactions to construct self-assembled structures with potential applications in molecular recognition and sensing technologies. These studies highlight the compound's potential as a functional unit in advanced materials design.

Despite its numerous applications, challenges remain in fully harnessing the potential of 3-phenyl-1H-pyrrole. Issues such as scalability and cost-effectiveness in large-scale production need to be addressed to ensure its widespread adoption across industries. Furthermore, ongoing research is focused on understanding its long-term stability under various environmental conditions, which is crucial for its integration into real-world applications.

In conclusion, 3-phenyl-1H-pyrrole stands as a testament to the ingenuity of modern chemistry, offering a multifaceted platform for innovation across diverse fields. As research continues to uncover new facets of this compound's properties and applications, it is poised to play an increasingly significant role in shaping future advancements in science and technology.

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