Cas no 1881332-69-9 (2-Bromo-3-fluorophenoxy(tert-butyl)dimethylsilane)

2-Bromo-3-fluorophenoxy(tert-butyl)dimethylsilane is a specialized organosilicon compound featuring a bromo-fluorophenoxy group protected by a tert-butyldimethylsilyl (TBDMS) moiety. This reagent is particularly valuable in synthetic organic chemistry as a versatile intermediate for selective functionalization and protection strategies. The bromine and fluorine substituents enhance its reactivity in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, while the TBDMS group provides steric protection for the phenolic oxygen, ensuring stability under various reaction conditions. Its high purity and well-defined structure make it suitable for precise modifications in pharmaceutical and agrochemical synthesis. The compound's compatibility with a range of catalysts and solvents further underscores its utility in complex multi-step syntheses.
2-Bromo-3-fluorophenoxy(tert-butyl)dimethylsilane structure
1881332-69-9 structure
Product Name:2-Bromo-3-fluorophenoxy(tert-butyl)dimethylsilane
CAS No:1881332-69-9
MF:C12H18BrFOSi
MW:305.258627414703
CID:5074414
Update Time:2026-03-01

2-Bromo-3-fluorophenoxy(tert-butyl)dimethylsilane Chemical and Physical Properties

Names and Identifiers

    • 2-BROMO-3-FLUOROPHENOXY(TERT-BUTYL)DIMETHYLSILANE
    • 2-Bromo-3-fluorophenoxy(tert-butyl)dimethylsilane
    • Inchi: 1S/C12H18BrFOSi/c1-12(2,3)16(4,5)15-10-8-6-7-9(14)11(10)13/h6-8H,1-5H3
    • InChI Key: QRWWVIAKGKJEIK-UHFFFAOYSA-N
    • SMILES: BrC1C(=CC=CC=1O[Si](C)(C)C(C)(C)C)F

Computed Properties

  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 240
  • Topological Polar Surface Area: 9.2

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Additional information on 2-Bromo-3-fluorophenoxy(tert-butyl)dimethylsilane

Comprehensive Guide to 2-Bromo-3-fluorophenoxy(tert-butyl)dimethylsilane (CAS No. 1881332-69-9)

In the realm of organosilicon chemistry, 2-Bromo-3-fluorophenoxy(tert-butyl)dimethylsilane (CAS No. 1881332-69-9) stands out as a versatile intermediate compound with significant applications in pharmaceutical synthesis and material science. This compound, characterized by its unique bromo-fluorophenoxy and tert-butyldimethylsilyl groups, is increasingly sought after by researchers for its role in cross-coupling reactions and protective group strategies.

The molecular structure of 2-Bromo-3-fluorophenoxy(tert-butyl)dimethylsilane combines a halogenated aromatic ring with a silyl ether moiety, making it a valuable building block for drug discovery. Recent trends in AI-driven molecular design and green chemistry have amplified interest in such compounds, as they enable efficient C-C bond formation while minimizing waste. Users frequently search for "silyl ether applications" or "bromo-fluorophenoxy derivatives," reflecting its relevance in modern synthetic workflows.

One of the key advantages of CAS No. 1881332-69-9 lies in its stability under Grignard reaction conditions, a feature highlighted in recent peer-reviewed journals. This aligns with the growing demand for air-sensitive reagents that simplify small-scale synthesis. Laboratories focusing on high-throughput screening often prioritize this compound due to its compatibility with automated synthesis platforms.

From an SEO perspective, queries like "how to handle tert-butyldimethylsilyl derivatives" or "bromo-fluorophenoxy silyl ether storage" indicate user concerns about practical handling. Proper storage in anhydrous environments and argon-filled containers is recommended to maintain the compound's integrity. The tert-butyl-dimethylsilyl (TBS) group’s role in selective protection of hydroxyl groups remains a hot topic in organic chemistry forums.

Innovative applications of 2-Bromo-3-fluorophenoxy(tert-butyl)dimethylsilane extend to OLED material research, where its electron-withdrawing properties contribute to charge transport layers. This connection to renewable energy technologies answers frequent searches about "silicon-based electronic materials." The compound’s low toxicity profile compared to traditional heavy metal catalysts further enhances its appeal in sustainable chemistry initiatives.

Analytical techniques such as NMR spectroscopy and HPLC purity testing are critical for quality control of CAS No. 1881332-69-9. Researchers often inquire about "characterization of bromo-fluorophenoxy compounds," underscoring the need for detailed spectral data libraries. Vendors providing certified reference standards for this compound are increasingly leveraging blockchain technology to ensure supply chain transparency.

In conclusion, 2-Bromo-3-fluorophenoxy(tert-butyl)dimethylsilane exemplifies the intersection of traditional synthesis and cutting-edge applications. Its adaptability to flow chemistry systems and relevance in bioconjugation techniques position it as a staple in 21st-century laboratories. As interest grows in tailored organosilanes, this compound’s patent literature and industrial adoption rates are expected to rise significantly.

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