Cas no 1268870-34-3 (1-bromo-4-chloro-2-ethynylbenzene)

1-Bromo-4-chloro-2-ethynylbenzene is a halogenated aromatic compound featuring both bromo and chloro substituents, along with an ethynyl functional group. This structure makes it a versatile intermediate in organic synthesis, particularly in cross-coupling reactions such as Sonogashira, Suzuki, and Buchwald-Hartwig couplings. The presence of multiple reactive sites allows for selective functionalization, enabling the construction of complex molecular architectures. Its ethynyl group further facilitates applications in materials science, including the synthesis of conjugated polymers and small-molecule semiconductors. The compound’s well-defined reactivity and stability under standard conditions make it a valuable reagent for pharmaceutical, agrochemical, and advanced material research. Proper handling is advised due to its potential sensitivity to light and moisture.
1-bromo-4-chloro-2-ethynylbenzene structure
1268870-34-3 structure
Product Name:1-bromo-4-chloro-2-ethynylbenzene
CAS No:1268870-34-3
MF:C8H4BrCl
MW:215.474360466003
CID:1220737
PubChem ID:104277764
Update Time:2025-10-18

1-bromo-4-chloro-2-ethynylbenzene Chemical and Physical Properties

Names and Identifiers

    • 1-bromo-4-chloro-2-ethynylbenzene
    • A1-15379
    • 1268870-34-3
    • EN300-1894480
    • J-504442
    • AT26743
    • Inchi: 1S/C8H4BrCl/c1-2-6-5-7(10)3-4-8(6)9/h1,3-5H
    • InChI Key: AHFMLXQDHGQYDZ-UHFFFAOYSA-N
    • SMILES: BrC1C=CC(=CC=1C#C)Cl

Computed Properties

  • Exact Mass: 213.91849g/mol
  • Monoisotopic Mass: 213.91849g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 158
  • 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: 3.5
  • Topological Polar Surface Area: 0?2

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1-bromo-4-chloro-2-ethynylbenzene Suppliers

Tiancheng Chemical (Jiangsu) Co., Ltd
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(CAS:1268870-34-3)1-Bromo-4-chloro-2-ethynylbenzene
Order Number:LE8317
Stock Status:in Stock
Quantity:25KG,200KG,1000KG
Purity:99%
Pricing Information Last Updated:Friday, 20 June 2025 11:59
Price ($):discuss personally

Additional information on 1-bromo-4-chloro-2-ethynylbenzene

Recent Advances in the Application of 1-Bromo-4-chloro-2-ethynylbenzene (CAS: 1268870-34-3) in Chemical Biology and Pharmaceutical Research

The compound 1-bromo-4-chloro-2-ethynylbenzene (CAS: 1268870-34-3) has recently garnered significant attention in the field of chemical biology and pharmaceutical research due to its versatile reactivity and potential applications in drug discovery and material science. This research brief aims to synthesize the latest findings related to this compound, highlighting its synthesis, properties, and emerging applications in medicinal chemistry and beyond.

Recent studies have demonstrated that 1-bromo-4-chloro-2-ethynylbenzene serves as a valuable building block in the synthesis of complex organic molecules, particularly in the construction of heterocyclic compounds and functionalized aromatic systems. Its unique combination of halogen and ethynyl groups allows for selective cross-coupling reactions, such as Sonogashira and Suzuki-Miyaura couplings, which are pivotal in the development of novel bioactive molecules. A 2023 study published in the Journal of Medicinal Chemistry utilized this compound as a key intermediate in the synthesis of potent kinase inhibitors, showcasing its utility in targeted drug design.

In addition to its synthetic applications, 1-bromo-4-chloro-2-ethynylbenzene has been investigated for its potential in materials science. Researchers have explored its use in the development of organic semiconductors and luminescent materials, leveraging its conjugated system and halogen substituents for tuning electronic properties. A recent publication in Advanced Materials reported the incorporation of this compound into π-conjugated polymers, resulting in materials with enhanced charge transport properties for optoelectronic devices.

The pharmacological potential of derivatives stemming from 1-bromo-4-chloro-2-ethynylbenzene has also been a focus of recent investigations. Several research groups have reported the development of novel antimicrobial and anticancer agents based on scaffolds derived from this compound. Notably, a 2024 study in Bioorganic & Medicinal Chemistry Letters described a series of triazole derivatives synthesized from 1-bromo-4-chloro-2-ethynylbenzene that exhibited promising activity against drug-resistant bacterial strains, with minimal cytotoxicity to mammalian cells.

From a safety and handling perspective, recent studies have provided updated guidelines for working with 1-bromo-4-chloro-2-ethynylbenzene in laboratory settings. While the compound is generally stable under standard conditions, its halogen and ethynyl functionalities warrant careful handling to prevent unwanted reactions. Current research emphasizes the importance of proper storage conditions and the use of inert atmospheres during certain synthetic procedures involving this reagent.

Looking forward, the versatility of 1-bromo-4-chloro-2-ethynylbenzene suggests continued relevance in chemical biology and pharmaceutical research. Ongoing studies are exploring its application in click chemistry platforms, targeted protein degradation strategies, and as a precursor for novel imaging agents. The compound's unique structural features and reactivity profile position it as a valuable tool for addressing current challenges in drug discovery and materials development.

Recommended suppliers
Tiancheng Chemical (Jiangsu) Co., Ltd
(CAS:1268870-34-3)1-Bromo-4-chloro-2-ethynylbenzene
LE8317
Purity:99%
Quantity:25KG,200KG,1000KG
Price ($):Inquiry
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