Cas no 1268954-77-3 (1-(4'-Bromo-[1,1'-biphenyl]-3-yl)naphthalene)

1-(4'-Bromo-[1,1'-biphenyl]-3-yl)naphthalene is a brominated biphenyl-naphthalene derivative with applications in organic synthesis and materials science. Its structure combines a naphthalene core with a biphenyl moiety, offering extended π-conjugation, which is advantageous for optoelectronic applications. The presence of a bromine substituent enhances reactivity, facilitating further functionalization via cross-coupling reactions such as Suzuki or Heck couplings. This compound is particularly useful as an intermediate in the synthesis of liquid crystals, organic semiconductors, and fluorescent dyes. Its rigid, planar structure contributes to high thermal stability, making it suitable for high-performance materials. The product is typically supplied with high purity, ensuring reliable performance in research and industrial applications.
1-(4'-Bromo-[1,1'-biphenyl]-3-yl)naphthalene structure
1268954-77-3 structure
Product Name:1-(4'-Bromo-[1,1'-biphenyl]-3-yl)naphthalene
CAS No:1268954-77-3
MF:C22H15Br
MW:359.258505105972
CID:1091902
Update Time:2025-10-24

1-(4'-Bromo-[1,1'-biphenyl]-3-yl)naphthalene Chemical and Physical Properties

Names and Identifiers

    • 1-(4'-Bromo-[1,1'-biphenyl]-3-yl)naphthalene
    • 1-(4’-bromo[1,1'-biphenyl]-3-yl)naphthalene
    • 1-[3-(4-bromophenyl)phenyl]naphthalene
    • AK146135
    • ST24037268
    • Inchi: 1S/C22H15Br/c23-20-13-11-16(12-14-20)18-7-3-8-19(15-18)22-10-4-6-17-5-1-2-9-21(17)22/h1-15H
    • InChI Key: AITBCZBEWHFDDB-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=CC=1)C1=CC=CC(=C1)C1=CC=CC2C=CC=CC1=2

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 2
  • Complexity: 370
  • Topological Polar Surface Area: 0

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Additional information on 1-(4'-Bromo-[1,1'-biphenyl]-3-yl)naphthalene

1-(4'-Bromo-[1,1'-biphenyl]-3-yl)naphthalene (CAS No. 1268954-77-3): A Comprehensive Overview

The compound 1-(4'-Bromo-[1,1'-biphenyl]-3-yl)naphthalene, identified by the CAS registry number 1268954-77-3, is a highly specialized organic molecule with significant potential in various scientific and industrial applications. This compound belongs to the class of biphenyl derivatives, which are widely studied for their unique electronic properties and structural versatility. The presence of a bromine atom at the 4' position of the biphenyl ring introduces additional functionality, making this compound particularly interesting for researchers in the fields of materials science, pharmacology, and organic synthesis.

Recent advancements in synthetic chemistry have enabled the precise synthesis of 1-(4'-Bromo-[1,1'-biphenyl]-3-yl)naphthalene, allowing for a deeper understanding of its structural and electronic characteristics. The molecule's biphenyl core is known for its ability to form π-π interactions, which are crucial in self-assembling structures and molecular recognition processes. Additionally, the naphthalene moiety contributes to the compound's aromaticity and stability, making it a valuable building block in the construction of complex organic frameworks.

In terms of application, 1-(4'-Bromo-[1,1'-biphenyl]-3-yl)naphthalene has shown promise in the development of advanced materials such as organic semiconductors and light-emitting diodes (LEDs). Its electronic properties make it a candidate for use in optoelectronic devices, where efficient charge transport and emission are critical. Recent studies have explored its potential as a dopant in polymer blends, enhancing the performance of organic photovoltaic cells by improving charge carrier mobility.

The incorporation of a bromine atom at the 4' position introduces a degree of functionalization that can be exploited for further chemical modifications. This feature is particularly advantageous in drug discovery programs, where structural diversity is essential for achieving desired pharmacokinetic profiles. Researchers have investigated the compound's ability to act as a scaffold for bioactive molecules, demonstrating its potential in anti-cancer drug development.

From a synthetic perspective, the preparation of 1-(4'-Bromo-[1,1'-biphenyl]-3-yl)naphthalene involves a series of well-established organic reactions, including Suzuki coupling and nucleophilic aromatic substitution. These methods ensure high yields and excellent control over the product's purity and structure. The compound's synthesis also highlights the importance of transition metal catalysis in modern organic chemistry.

In conclusion, 1-(4'-Bromo-[1,1'-biphenyl]-3-yl)naphthalene (CAS No. 1268954-77-3) represents a versatile and functionalized organic molecule with diverse applications across multiple disciplines. Its unique structure and electronic properties make it an invaluable tool for researchers seeking to push the boundaries of materials science and pharmacology. As ongoing studies continue to uncover new uses for this compound, its role in advancing technological and medical innovations is likely to grow significantly.

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