Cas no 1400220-51-0 (2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane)

2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is a high-purity boronic ester derivative commonly employed as a key intermediate in Suzuki-Miyaura cross-coupling reactions. Its stable dioxaborolane framework ensures improved handling and storage compared to boronic acids, while the bromo-fluoro substitution pattern enhances reactivity in selective aryl-aryl bond formations. The compound is particularly valuable in pharmaceutical and agrochemical synthesis, where precise functionalization of aromatic systems is required. Its compatibility with diverse reaction conditions and minimal side-product formation make it a reliable choice for complex molecular constructions. Typical applications include the synthesis of biaryl scaffolds and heterocyclic systems.
2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane structure
1400220-51-0 structure
Product Name:2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
CAS No:1400220-51-0
MF:C12H15BBrFO2
MW:300.959706544876
MDL:MFCD22192539
CID:1091535
PubChem ID:72698459
Update Time:2025-11-02

2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Chemical and Physical Properties

Names and Identifiers

    • 2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • 2-(3-Bromo-2-fluoro-phenyl)-4,4,5,5-tetramethyl-[1,3,2]dioxaborolane
    • 3-Bromo-2-fluorophenylboronic acid pinacol ester
    • AM808081
    • AK145446
    • ST24039288
    • MDL: MFCD22192539
    • Inchi: 1S/C12H15BBrFO2/c1-11(2)12(3,4)17-13(16-11)8-6-5-7-9(14)10(8)15/h5-7H,1-4H3
    • InChI Key: JEUIEKUVZKBRRK-UHFFFAOYSA-N
    • SMILES: BrC1=CC=CC(B2OC(C)(C)C(C)(C)O2)=C1F

Computed Properties

  • Exact Mass: 300.03300
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 1
  • Complexity: 282
  • Topological Polar Surface Area: 18.5

Experimental Properties

  • PSA: 18.46000
  • LogP: 2.88740

2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Customs Data

  • HS CODE:2934999090
  • Customs Data:

    China Customs Code:

    2934999090

    Overview:

    2934999090. Other heterocyclic compounds. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to

    Summary:

    2934999090. other heterocyclic compounds. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane Pricemore >>

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Additional information on 2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane

Comprehensive Guide to 2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 1400220-51-0): Properties, Applications, and Market Insights

2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 1400220-51-0) is a highly specialized boronic ester derivative widely used in pharmaceutical research, material science, and organic synthesis. This compound belongs to the class of arylboronates, which are pivotal intermediates in Suzuki-Miyaura cross-coupling reactions, a cornerstone of modern synthetic chemistry. With its unique bromo-fluorophenyl substitution pattern, this compound offers exceptional reactivity and selectivity, making it invaluable for constructing complex molecular architectures.

The molecular structure of 2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane features a dioxaborolane ring stabilized by four methyl groups, enhancing its stability under various reaction conditions. The presence of both bromine and fluorine substituents on the phenyl ring further diversifies its applications, enabling precise functionalization in drug discovery and agrochemical development. Researchers frequently utilize this compound to synthesize biaryl structures, which are prevalent in bioactive molecules and advanced materials.

In recent years, the demand for boronic acid derivatives like 2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane has surged due to their role in targeted drug delivery systems and cancer therapeutics. The compound’s ability to form stable covalent bonds with biomolecules aligns with the growing interest in precision medicine and personalized therapies. Additionally, its compatibility with green chemistry principles—such as reduced solvent usage and lower energy consumption—makes it a sustainable choice for industrial applications.

From a commercial perspective, 2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane is supplied by leading chemical manufacturers with high purity grades (>97%), ensuring reproducibility in laboratory and industrial settings. Its CAS No. 1400220-51-0 serves as a critical identifier for procurement and regulatory compliance. The compound’s stability under inert atmospheres and resistance to hydrolysis further enhance its shelf life, reducing storage costs for end-users.

Emerging trends in AI-driven drug discovery and high-throughput screening have amplified the relevance of 2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane. Computational models frequently highlight its utility in designing kinase inhibitors and GPCR modulators, addressing unmet medical needs in oncology and neurology. Furthermore, its application in OLED materials and organic semiconductors underscores its versatility beyond life sciences.

For researchers seeking reliable data on boron-containing compounds, this guide addresses common queries such as: How to handle 2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane safely? (Answer: Use glove boxes or Schlenk techniques under nitrogen); What solvents are compatible with this boronic ester? (Answer: THF, DMSO, and dichloromethane); and Can it be used in aqueous media? (Answer: Limited stability—recommend anhydrous conditions). These insights align with Google’s "People Also Ask" features, optimizing SEO performance.

In summary, 2-(3-Bromo-2-fluorophenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (CAS No. 1400220-51-0) represents a cutting-edge tool for synthetic chemists and material scientists. Its dual functionality as a halogenated arylboronate and sterically hindered ester opens doors to innovative applications in medicine, electronics, and sustainable chemistry. As the scientific community continues to explore its potential, this compound remains a staple in the toolkit of modern researchers.

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