Cas no 1261498-12-7 (2-Bromo-6-iodobenzyl bromide)

2-Bromo-6-iodobenzyl bromide (CAS: [insert CAS if available]) is a halogenated aromatic compound widely used as a versatile intermediate in organic synthesis and pharmaceutical research. Its distinct structure, featuring both bromine and iodine substituents on the benzyl bromide scaffold, enables selective functionalization in cross-coupling reactions such as Suzuki, Stille, or Negishi couplings. The compound’s high reactivity, particularly at the benzylic bromide position, facilitates efficient derivatization for constructing complex molecular frameworks. It is particularly valuable in medicinal chemistry for the development of bioactive molecules and ligands. Proper handling under inert conditions is recommended due to its sensitivity to moisture and light.
2-Bromo-6-iodobenzyl bromide structure
2-Bromo-6-iodobenzyl bromide structure
Product Name:2-Bromo-6-iodobenzyl bromide
CAS No:1261498-12-7
MF:C7H5Br2I
MW:375.82707285881
MDL:MFCD18391668
CID:3161179
PubChem ID:88992867
Update Time:2025-06-11

2-Bromo-6-iodobenzyl bromide Chemical and Physical Properties

Names and Identifiers

    • 2-Bromo-6-iodobenzyl bromide
    • MFCD18391668
    • 1-BROMO-2-(BROMOMETHYL)-3-IODOBENZENE
    • SCHEMBL12971446
    • 2-Bromo-6-iodobenzylbromide
    • 1261498-12-7
    • MDL: MFCD18391668
    • Inchi: 1S/C7H5Br2I/c8-4-5-6(9)2-1-3-7(5)10/h1-3H,4H2
    • InChI Key: LUUACGYKFNXCSS-UHFFFAOYSA-N
    • SMILES: IC1C=CC=C(C=1CBr)Br

Computed Properties

  • Exact Mass: 375.77822Da
  • Monoisotopic Mass: 373.78027Da
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 0
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 1
  • Complexity: 108
  • 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: 3.8
  • Topological Polar Surface Area: 0?2

2-Bromo-6-iodobenzyl bromide Pricemore >>

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Additional information on 2-Bromo-6-iodobenzyl bromide

Comprehensive Guide to 2-Bromo-6-iodobenzyl bromide (CAS No. 1261498-12-7): Properties, Applications, and Industry Insights

2-Bromo-6-iodobenzyl bromide (CAS No. 1261498-12-7) is a highly versatile halogenated aromatic compound widely utilized in pharmaceutical intermediates, agrochemical synthesis, and advanced material research. With the increasing demand for halogenated benzyl derivatives in cross-coupling reactions and organocatalysis, this compound has garnered significant attention from researchers and industry professionals alike. Its unique molecular structure, featuring both bromo and iodo substituents, enables selective functionalization—a critical feature for modern drug discovery pipelines.

The compound’s dual-halogen design (2-bromo-6-iodo configuration) positions it as a key building block for Suzuki-Miyaura coupling and Buchwald-Hartwig amination, two of the most searched reaction types in synthetic chemistry databases. Recent studies highlight its role in optimizing heterocyclic compound synthesis, a trending topic in medicinal chemistry forums. Researchers particularly value its stability under inert atmospheres and compatibility with Grignard reagents, making it a staple in high-throughput screening labs.

From an industrial perspective, 2-Bromo-6-iodobenzyl bromide addresses growing needs in LED material engineering and liquid crystal displays (LCDs), where halogenated aromatics improve thermal stability. Environmental concerns around halogen waste have also spurred innovations in recycling byproducts of this compound—a hot topic in green chemistry circles. Analytical techniques like HPLC purity testing and NMR spectral analysis (common search queries) are essential for quality control during its production.

Supply chain analysts note rising procurement of CAS No. 1261498-12-7 by Asian electronic manufacturers, correlating with regional investments in organic semiconductors. Meanwhile, patent filings reveal novel applications in photoredox catalysis—a technique dominating recent American Chemical Society (ACS) publications. Storage recommendations typically emphasize desiccated environments below 4°C to preserve the compound’s reactivity, a detail frequently queried by laboratory technicians.

In academic settings, 2-Bromo-6-iodobenzyl bromide serves as a model substrate for teaching C-X bond activation mechanisms. Its crystalline form (often requested in Sigma-Aldrich product reviews) facilitates X-ray diffraction studies. With global market projections for halogenated intermediates exceeding $2.1 billion by 2026, this compound’s role in high-value chemical manufacturing remains undisputed. Ongoing research explores its derivatization for bioconjugation techniques—another rising trend in proteomics research.

For synthetic chemists, the compound’s electron-withdrawing effects (a frequently debated topic in StackExchange Chemistry threads) enable precise control over aromatic substitution patterns. Regulatory databases confirm its compliance with major REACH and FDA guidelines for research use. As computational chemists increasingly rely on DFT calculations to predict its reactivity, demand for ultra-high-purity grades (≥98%) continues to climb—reflecting broader shifts toward precision synthesis methodologies.

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