Cas no 211495-31-7 (4-Fluoro-2,3-dimethylphenylboronic acid)

4-Fluoro-2,3-dimethylphenylboronic acid is a boronic acid derivative commonly employed as a versatile intermediate in organic synthesis, particularly in Suzuki-Miyaura cross-coupling reactions. Its structure features a fluorine substituent and two methyl groups on the aromatic ring, which influence its reactivity and steric properties. This compound is valued for its stability under typical coupling conditions and its ability to facilitate the formation of carbon-carbon bonds in the synthesis of biaryl compounds. It is particularly useful in pharmaceutical and agrochemical research, where precise functionalization of aromatic systems is required. Proper handling under inert conditions is recommended to preserve its integrity.
4-Fluoro-2,3-dimethylphenylboronic acid structure
211495-31-7 structure
Product Name:4-Fluoro-2,3-dimethylphenylboronic acid
CAS No:211495-31-7
MF:C8H10BFO2
MW:167.973206043243
MDL:MFCD10699619
CID:828326
PubChem ID:12985927
Update Time:2025-10-30

4-Fluoro-2,3-dimethylphenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • (4-Fluoro-2,3-dimethylphenyl)boronic acid
    • 4-Fluoro-2,3-dimethylphenylboronic acid
    • 3-fluoro-o-xylene-6-boronic acid
    • SCHEMBL6588524
    • DTXSID50514405
    • B-(4-Fluoro-2,3-dimethylphenyl)boronic acid
    • MFCD10699619
    • 4-fluoro-2,3-dimethyl-benzeneboronic acid
    • JACGHVGDEQRIFL-UHFFFAOYSA-N
    • Z1198279694
    • EN300-7361811
    • BS-25395
    • DB-400457
    • AKOS006302532
    • 211495-31-7
    • (4-Fluoro-2,3-dimethylphenyl)boronicacid
    • 2,3-Dimethyl-4-fluorophenylboronic acid
    • CS-0174790
    • MDL: MFCD10699619
    • Inchi: 1S/C8H10BFO2/c1-5-6(2)8(10)4-3-7(5)9(11)12/h3-4,11-12H,1-2H3
    • InChI Key: JACGHVGDEQRIFL-UHFFFAOYSA-N
    • SMILES: FC1=CC=C(B(O)O)C(C)=C1C

Computed Properties

  • Exact Mass: 168.07600
  • Monoisotopic Mass: 168.0757879g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 2
  • Heavy Atom Count: 12
  • Rotatable Bond Count: 1
  • Complexity: 154
  • 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
  • Topological Polar Surface Area: 40.5?2

Experimental Properties

  • PSA: 40.46000
  • LogP: 0.12230

4-Fluoro-2,3-dimethylphenylboronic 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%

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Additional information on 4-Fluoro-2,3-dimethylphenylboronic acid

Introduction to 4-Fluoro-2,3-dimethylphenylboronic acid (CAS No. 211495-31-7)

4-Fluoro-2,3-dimethylphenylboronic acid, with the chemical identifier CAS No. 211495-31-7, is a specialized boronic acid derivative that has garnered significant attention in the field of pharmaceutical and chemical research. This compound, characterized by its unique structural features, including a fluoro substituent and dimethyl groups on the phenyl ring, exhibits distinct chemical properties that make it valuable in various synthetic applications.

The relevance of 4-Fluoro-2,3-dimethylphenylboronic acid is underscored by its role as a key intermediate in the synthesis of advanced materials and bioactive molecules. Boronic acids are well-known for their ability to participate in various organic transformations, particularly in Suzuki-Miyaura cross-coupling reactions, which are pivotal in constructing complex molecular architectures. The presence of a fluoro group in this compound enhances its reactivity and selectivity, making it an attractive choice for researchers aiming to develop novel pharmaceuticals and agrochemicals.

In recent years, the demand for fluorinated compounds has surged due to their favorable pharmacokinetic properties and improved metabolic stability. The incorporation of fluorine atoms into molecular structures often leads to enhanced binding affinity and reduced susceptibility to enzymatic degradation. This trend has positioned 4-Fluoro-2,3-dimethylphenylboronic acid as a compound of interest for medicinal chemists seeking to optimize drug candidates.

The dimethyl substituents on the phenyl ring further contribute to the compound's versatility. These groups can influence electronic and steric properties, allowing for fine-tuning of reactivity and interaction with biological targets. Such structural modifications are crucial in drug design, where subtle changes can significantly impact efficacy and safety profiles.

Current research highlights the utility of 4-Fluoro-2,3-dimethylphenylboronic acid in the development of targeted therapies. For instance, studies have demonstrated its potential application in creating small-molecule inhibitors for kinases and other enzymes involved in cancer pathways. The boronic acid moiety facilitates the formation of stable complexes with these targets, while the fluoro and methyl groups enhance binding specificity.

The synthesis of 4-Fluoro-2,3-dimethylphenylboronic acid involves multi-step organic processes that require precise control over reaction conditions. Advanced synthetic methodologies have been employed to achieve high yields and purity levels, ensuring that the compound meets stringent quality standards for industrial and research applications. Techniques such as palladium-catalyzed cross-coupling reactions and fluorination methods are commonly utilized in its preparation.

The pharmaceutical industry has shown particular interest in boronic acid derivatives due to their role as pharmacophores in numerous therapeutic agents. For example, drugs like pegaptanib and rucaparib incorporate boronic acid functionalities to achieve their desired biological effects. The unique properties of 4-Fluoro-2,3-dimethylphenylboronic acid make it a promising candidate for similar applications.

In addition to its pharmaceutical applications, this compound finds utility in materials science. Fluorinated boronic acids are being explored for their potential in creating advanced polymers and coatings with enhanced durability and chemical resistance. The ability to tailor molecular structures through strategic functionalization makes compounds like 4-Fluoro-2,3-dimethylphenylboronic acid invaluable for developing next-generation materials.

The growing body of research on fluorinated boronic acids underscores their significance in modern chemistry. Innovations in synthetic chemistry continue to expand the toolkit available to researchers, enabling the creation of increasingly complex and functional molecules. As such, 4-Fluoro-2,3-dimethylphenylboronic acid remains at the forefront of scientific inquiry.

The future prospects for this compound are promising, with ongoing studies exploring new synthetic routes and applications. Collaborative efforts between academia and industry are likely to drive further advancements, leveraging the unique properties of fluorinated boronic acids for cutting-edge solutions across multiple disciplines.

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