Cas no 1228557-30-9 (2-(4-Bromo-phenyl)-piperidine)

2-(4-Bromo-phenyl)-piperidine is a brominated phenyl-substituted piperidine derivative, primarily utilized as a versatile intermediate in organic synthesis and pharmaceutical research. Its structure, featuring a piperidine ring linked to a 4-bromophenyl group, makes it valuable for constructing complex molecules, particularly in the development of bioactive compounds. The bromine substituent offers a reactive site for further functionalization via cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enhancing its utility in medicinal chemistry. This compound exhibits high purity and stability under standard conditions, ensuring reliable performance in synthetic applications. Its role in facilitating the synthesis of pharmacologically relevant scaffolds underscores its importance in drug discovery and development.
2-(4-Bromo-phenyl)-piperidine structure
2-(4-Bromo-phenyl)-piperidine structure
Product Name:2-(4-Bromo-phenyl)-piperidine
CAS No:1228557-30-9
MF:C11H14BrN
MW:240.139562129974
CID:3055987
PubChem ID:7048041
Update Time:2025-10-21

2-(4-Bromo-phenyl)-piperidine Chemical and Physical Properties

Names and Identifiers

    • 2-(4-Bromo-phenyl)-piperidine
    • AKOS027321244
    • CS-0132053
    • (R)-2-(4-Bromophenyl)piperidine
    • (2R)-2-(4-bromophenyl)piperidine
    • MFCD06762605
    • 1228557-30-9
    • starbld0017075
    • Y13691
    • Piperidine,2-(4-bromophenyl)-,(2R)-
    • Inchi: 1S/C11H14BrN/c12-10-6-4-9(5-7-10)11-3-1-2-8-13-11/h4-7,11,13H,1-3,8H2/t11-/m1/s1
    • InChI Key: GHEZGFYJGORZRD-LLVKDONJSA-N
    • SMILES: BrC1C=CC(=CC=1)[C@H]1CCCCN1

Computed Properties

  • Exact Mass: 239.03096g/mol
  • Monoisotopic Mass: 239.03096g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 1
  • Complexity: 152
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 2.9
  • Topological Polar Surface Area: 12?2

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Additional information on 2-(4-Bromo-phenyl)-piperidine

2-(4-Bromo-phenyl)-piperidine (CAS No. 1228557-30-9): A Versatile Building Block in Pharmaceutical and Chemical Research

2-(4-Bromo-phenyl)-piperidine (CAS No. 1228557-30-9) is a highly valuable chemical intermediate that has gained significant attention in pharmaceutical and organic synthesis research. This brominated piperidine derivative serves as a crucial building block for the development of various bioactive compounds, particularly in the field of central nervous system (CNS) drug discovery.

The molecular structure of 2-(4-Bromo-phenyl)-piperidine features a piperidine ring substituted at the 2-position with a 4-bromophenyl group, creating a unique scaffold that offers multiple sites for further functionalization. This structural characteristic makes it particularly attractive for medicinal chemistry applications, where researchers are constantly seeking novel drug-like scaffolds for target identification and lead optimization.

Recent trends in pharmaceutical research have shown growing interest in piperidine-containing compounds, as evidenced by the increasing number of publications and patent applications. The 4-bromo substitution on the phenyl ring provides an excellent handle for various cross-coupling reactions, particularly palladium-catalyzed reactions such as Suzuki, Heck, and Buchwald-Hartwig couplings. These transformations are essential in modern drug discovery programs aiming to create diverse compound libraries for high-throughput screening.

In the context of current research hotspots, 2-(4-Bromo-phenyl)-piperidine has found applications in the development of potential therapeutics for neurological disorders. The piperidine moiety is a common feature in many CNS-active drugs due to its ability to interact with various neurotransmitter receptors. Researchers are particularly interested in how modifications to this core structure might yield compounds with improved blood-brain barrier penetration and receptor selectivity.

The synthetic utility of 2-(4-Bromo-phenyl)-piperidine extends beyond pharmaceuticals. In materials science, this compound serves as a precursor for the synthesis of organic electronic materials. The bromine atom allows for precise control over molecular architecture through selective coupling reactions, enabling the creation of conjugated systems with tailored electronic properties. This has become increasingly relevant with the growing demand for organic semiconductors in display technologies and photovoltaic applications.

From a commercial perspective, the demand for high-purity 2-(4-Bromo-phenyl)-piperidine has been steadily increasing. Suppliers specializing in pharmaceutical intermediates have reported growing inquiries from both academic institutions and industrial research facilities. The compound's stability under standard storage conditions and its compatibility with common organic solvents contribute to its popularity as a research chemical.

Quality control aspects of 2-(4-Bromo-phenyl)-piperidine are particularly important for research applications. Reputable suppliers typically provide comprehensive analytical data including HPLC purity, NMR characterization, and mass spectrometry confirmation. These quality assurances are critical for researchers who require consistent performance in sensitive synthetic applications.

In the context of green chemistry initiatives, recent developments have focused on more sustainable methods for introducing the bromo substituent into the phenyl ring of piperidine derivatives. Alternative bromination protocols that minimize hazardous byproducts while maintaining high yields are becoming increasingly important considerations for both manufacturers and end-users of compounds like 2-(4-Bromo-phenyl)-piperidine.

The future outlook for 2-(4-Bromo-phenyl)-piperidine appears promising, particularly as drug discovery efforts continue to explore novel heterocyclic compounds. Its versatility as a synthetic intermediate positions it well to meet the evolving needs of medicinal chemistry programs targeting an array of biological pathways. Additionally, the compound's potential applications in materials science may open new avenues for research in organic electronics and nanotechnology.

For researchers working with 2-(4-Bromo-phenyl)-piperidine, proper handling procedures should always be followed, including the use of appropriate personal protective equipment and working in well-ventilated areas. While not classified as highly hazardous, standard precautions for handling organic compounds should be observed to ensure safe laboratory practices.

As the scientific community continues to explore the potential of piperidine-based compounds, 2-(4-Bromo-phenyl)-piperidine remains a valuable tool in the chemist's toolkit. Its combination of synthetic accessibility and structural versatility ensures its continued relevance in both academic and industrial research settings, particularly in the development of next-generation therapeutic agents and functional materials.

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