Cas no 1256346-25-4 (3-Butoxy-4-chloro-2-fluorophenylboronic acid)

3-Butoxy-4-chloro-2-fluorophenylboronic acid is a specialized boronic acid derivative used primarily as a key intermediate in Suzuki-Miyaura cross-coupling reactions. Its unique substitution pattern, featuring butoxy, chloro, and fluoro groups, enhances its reactivity and selectivity in forming carbon-carbon bonds, particularly in pharmaceutical and agrochemical synthesis. The compound exhibits good stability under standard handling conditions and demonstrates compatibility with a range of reaction conditions. Its structural features make it valuable for constructing complex aromatic frameworks, offering precise control over regiochemistry in coupling reactions. The presence of both electron-donating (butoxy) and electron-withdrawing (chloro, fluoro) substituents further broadens its utility in fine chemical synthesis.
3-Butoxy-4-chloro-2-fluorophenylboronic acid structure
1256346-25-4 structure
Product Name:3-Butoxy-4-chloro-2-fluorophenylboronic acid
CAS No:1256346-25-4
MF:C10H13BClFO3
MW:246.470825910568
MDL:MFCD17015740
CID:828183
Update Time:2025-10-29

3-Butoxy-4-chloro-2-fluorophenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • (3-Butoxy-4-chloro-2-fluorophenyl)boronic acid
    • 3-BUTOXY-4-CHLORO-2-FLUOROPHENYLBORONIC ACID;X1864;
    • 3-Butoxy-4-chloro-2-fluorophenylboronic acid
    • MDL: MFCD17015740
    • Inchi: 1S/C10H13BClFO3/c1-2-3-6-16-10-8(12)5-4-7(9(10)13)11(14)15/h4-5,14-15H,2-3,6H2,1H3
    • InChI Key: DTPPHPUEQJHYOL-UHFFFAOYSA-N
    • SMILES: ClC1=CC=C(B(O)O)C(=C1OCCCC)F

Computed Properties

  • Exact Mass: 246.06300

Experimental Properties

  • PSA: 49.69000
  • LogP: 1.33780

3-Butoxy-4-chloro-2-fluorophenylboronic acid Customs Data

  • HS CODE:2931900090
  • Customs Data:

    China Customs Code:

    2931900090

    Overview:

    2931900090. Other organic-Inorganic compound. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:AB(Customs clearance form for Inbound Goods,Customs clearance form for outbound goods). MFN tariff:6.5%. general tariff:30.0%

    Summary:

    2931900090. other organo-inorganic compounds. VAT:17.0%. Tax rebate rate:13.0%. Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward). MFN tariff:6.5%. General tariff:30.0%

3-Butoxy-4-chloro-2-fluorophenylboronic acid Pricemore >>

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Additional information on 3-Butoxy-4-chloro-2-fluorophenylboronic acid

3-Butoxy-4-chloro-2-fluorophenylboronic Acid: A Comprehensive Overview

The compound 3-Butoxy-4-chloro-2-fluorophenylboronic Acid (CAS No. 1256346-25-4) is a highly specialized organic boron compound that has garnered significant attention in the fields of organic synthesis, materials science, and drug discovery. This compound is characterized by its unique structure, which combines a phenyl ring substituted with a butoxy group, a chlorine atom, and a fluorine atom, along with a boronic acid functional group. The presence of these substituents imparts distinctive chemical properties, making it a valuable building block in various research and industrial applications.

Recent advancements in synthetic chemistry have highlighted the importance of phenylboronic acids as key intermediates in the construction of complex molecular architectures. The biphenyl framework, which is often formed through Suzuki-Miyaura coupling reactions involving phenylboronic acids, has become a cornerstone in the development of novel materials and pharmaceuticals. In this context, 3-Butoxy-4-chloro-2-fluorophenylboronic Acid serves as an excellent substrate for such reactions due to its high reactivity and compatibility with diverse coupling partners.

The synthesis of 3-Butoxy-4-chloro-2-fluorophenylboronic Acid typically involves multi-step processes that require precise control over reaction conditions to ensure high yields and purity. One common approach involves the bromination of an aromatic ring followed by substitution reactions to introduce the desired substituents. The introduction of the boronic acid group is often achieved through nucleophilic aromatic substitution or metal-mediated coupling reactions. Researchers have reported optimized protocols that minimize side reactions and maximize the formation of the desired product.

In terms of applications, 3-Butoxy-4-chloro-2-fluorophenylboronic Acid has been extensively utilized in the construction of biaryl compounds, which are critical components in modern drug design. For instance, its use in the synthesis of kinase inhibitors has been documented in recent studies, where the compound's ability to form stable covalent bonds with target enzymes has been exploited. Additionally, its role in the development of advanced materials, such as organic light-emitting diodes (OLEDs) and polymer-based electronics, has been explored due to its unique electronic properties.

The chemical stability and reactivity of 3-Butoxy-4-chloro-2-fluorophenylboronic Acid make it an ideal candidate for various catalytic processes. Recent studies have demonstrated its effectiveness as a precursor in palladium-catalyzed cross-coupling reactions, where it exhibits excellent tolerance to a wide range of reaction conditions. This versatility has further solidified its position as a key intermediate in modern organic synthesis.

From an environmental standpoint, the handling and disposal of 3-Butoxy-4-chloro-2-fluorophenylboronic Acid must adhere to established safety protocols to minimize potential risks. Researchers have emphasized the importance of proper waste management practices to ensure compliance with regulatory standards and reduce ecological impact.

In conclusion, 3-Butoxy-4-chloro-2-fluorophenylboronic Acid (CAS No. 1256346-25-4) stands as a testament to the ingenuity of modern synthetic chemistry. Its unique structure, coupled with its versatile reactivity, positions it as an indispensable tool in both academic research and industrial applications. As ongoing studies continue to uncover new avenues for its utilization, this compound is poised to play an even more significant role in shaping the future of materials science and drug discovery.

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