Cas no 2265919-19-3 ((2-Bromo-3-fluorophenoxy)trimethylsilane)

(2-Bromo-3-fluorophenoxy)trimethylsilane is a versatile organosilicon compound used primarily as an intermediate in organic synthesis and pharmaceutical manufacturing. Its key advantages include high reactivity as a silyl ether derivative, facilitating selective protection or functionalization of phenolic hydroxyl groups. The bromo and fluoro substituents enhance its utility in cross-coupling reactions, such as Suzuki or Buchwald-Hartwig couplings, enabling precise aryl-aryl bond formation. The trimethylsilyl group improves solubility in nonpolar solvents and stabilizes reactive intermediates. This compound is particularly valuable in constructing complex fluorinated and brominated aromatic frameworks, often employed in agrochemical and drug discovery research. Proper handling under inert conditions is recommended due to its moisture sensitivity.
(2-Bromo-3-fluorophenoxy)trimethylsilane structure
2265919-19-3 structure
Product Name:(2-Bromo-3-fluorophenoxy)trimethylsilane
CAS No:2265919-19-3
MF:C9H12BrFOSi
MW:263.18
CID:5080043
Update Time:2026-03-01

(2-Bromo-3-fluorophenoxy)trimethylsilane Chemical and Physical Properties

Names and Identifiers

    • (2-Bromo-3-fluorophenoxy)trimethylsilane
    • Inchi: 1S/C9H12BrFOSi/c1-13(2,3)12-8-6-4-5-7(11)9(8)10/h4-6H,1-3H3
    • InChI Key: ZLPSHHLLHBDHQY-UHFFFAOYSA-N
    • SMILES: O(C1C=CC=C(F)C=1Br)[Si](C)(C)C

(2-Bromo-3-fluorophenoxy)trimethylsilane Pricemore >>

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Additional information on (2-Bromo-3-fluorophenoxy)trimethylsilane

Introduction to (2-Bromo-3-fluorophenoxy)trimethylsilane (CAS No. 2265919-19-3)

The compound (2-Bromo-3-fluorophenoxy)trimethylsilane (CAS No. 2265919-19-3) is a specialized organosilicon compound with unique chemical properties. This compound is widely recognized in the field of organic synthesis due to its versatility and reactivity. The structure of this compound consists of a phenoxy group substituted with bromine and fluorine atoms, which are positioned at the 2nd and 3rd positions of the aromatic ring, respectively. This substitution pattern imparts distinct electronic and steric properties to the molecule, making it a valuable reagent in various chemical reactions.

Recent studies have highlighted the importance of (2-Bromo-3-fluorophenoxy)trimethylsilane in the synthesis of bioactive compounds and advanced materials. Its ability to undergo nucleophilic substitution reactions has been extensively explored, particularly in the context of developing novel pharmaceutical agents. The bromine atom at the 2nd position of the phenoxy group serves as an excellent leaving group, facilitating various substitution reactions under mild conditions. This property has been leveraged in the construction of complex molecular frameworks, including those with potential therapeutic applications.

The fluorine atom at the 3rd position of the aromatic ring introduces additional electronic effects, which can influence the reactivity and selectivity of the compound in different reaction environments. For instance, fluorine's electronegativity can stabilize certain transition states, thereby enhancing the efficiency of specific transformations. This dual functionality makes (2-Bromo-3-fluorophenoxy)trimethylsilane a versatile building block in modern organic chemistry.

From an industrial perspective, (2-Bromo-3-fluorophenoxy)trimethylsilane has found applications in polymer chemistry and material science. Its silane moiety enables it to participate in cross-coupling reactions, which are crucial for the synthesis of high-performance polymers and composite materials. Recent advancements in catalytic systems have further expanded its utility, allowing for more efficient and selective reactions under environmentally friendly conditions.

In terms of synthesis, (2-Bromo-3-fluorophenoxy)trimethylsilane can be prepared through a variety of methods, including nucleophilic aromatic substitution and coupling reactions. The choice of synthetic route often depends on the availability of starting materials and the desired scale of production. Researchers have also explored green chemistry approaches to minimize waste and improve sustainability in its production process.

The unique combination of bromine and fluorine substituents on the phenoxy group makes (2-Bromo-3-fluorophenoxy)trimethylsilane a valuable tool for exploring new chemical transformations. Its role as a precursor in medicinal chemistry has been particularly noteworthy, with several studies demonstrating its potential in drug discovery programs targeting various diseases.

In conclusion, (2-Bromo-3-fluorophenoxy)trimethylsilane (CAS No. 2265919-19-3) is a multifaceted compound with significant implications across diverse fields of chemistry. Its structural features, reactivity, and versatility continue to drive innovative research and development efforts, solidifying its position as an essential reagent in contemporary chemical science.

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