Cas no 845870-47-5 ((3-(ethylsulfonyl)phenyl)boronic acid)

(3-(Ethylsulfonyl)phenyl)boronic acid is a boronic acid derivative featuring an ethylsulfonyl substituent on the phenyl ring, making it a valuable intermediate in Suzuki-Miyaura cross-coupling reactions. The electron-withdrawing sulfonyl group enhances reactivity, facilitating efficient C-C bond formation in the synthesis of biaryl compounds. Its stability under standard conditions and compatibility with various catalysts and solvents contribute to its utility in pharmaceutical and agrochemical research. The compound’s well-defined structure and consistent purity ensure reproducible results in complex organic transformations. Its versatility extends to applications in material science, where it serves as a building block for functionalized aromatic systems.
(3-(ethylsulfonyl)phenyl)boronic acid structure
845870-47-5 structure
Product Name:(3-(ethylsulfonyl)phenyl)boronic acid
CAS No:845870-47-5
MF:C8H11BO4S
MW:214.046541452408
MDL:MFCD03095257
CID:68925
Update Time:2025-06-08

(3-(ethylsulfonyl)phenyl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • (3-(Ethylsulfonyl)phenyl)boronic acid
    • 3-(Ethylsulfonyl)phenylboronic Acid
    • (3-ethylsulfonylphenyl)boronic acid
    • 2-(3-(Ethylsulfonyl)phenyl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane
    • 3-Ethylsulfonylphenylboronic acid
    • [3-(ethylsulfonyl)phenyl]boronic acid
    • 3-Ethylsulfonylphenylboronicacid
    • PubChem1841
    • 3-ethanesulfonylphenylboronic acid
    • YGPHBSVMNUNGBH-UHFFFAOYSA-N
    • 3-(Ethylsulfonyl)phenylboronicAcid
    • 3-ethanesulfonyl-phenylboronic acid
    • BCP04656
    • m-(Ethylsulfonyl)phenyldihydroxyboron
    • 3-(ethylsu
    • 3-Ethylsulfonyl-benzene-1-boronic acid
    • B-[3-(Ethylsulfonyl)phenyl]boronic acid (ACI)
    • Boronic acid, [3-(ethylsulfonyl)phenyl]- (9CI)
    • [3-(Ethanesulfonyl)phenyl]boronic acid
    • (3-(ethylsulfonyl)phenyl)boronic acid
    • MDL: MFCD03095257
    • Inchi: 1S/C8H11BO4S/c1-2-14(12,13)8-5-3-4-7(6-8)9(10)11/h3-6,10-11H,2H2,1H3
    • InChI Key: YGPHBSVMNUNGBH-UHFFFAOYSA-N
    • SMILES: O=S(CC)(C1C=C(B(O)O)C=CC=1)=O

Computed Properties

  • Exact Mass: 214.04700
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 14
  • Rotatable Bond Count: 3
  • Complexity: 270
  • Topological Polar Surface Area: 83

Experimental Properties

  • Boiling Point: 476.5 ℃ at 760 mmHg
  • PSA: 82.98000
  • LogP: 0.24080

(3-(ethylsulfonyl)phenyl)boronic 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 (3-(ethylsulfonyl)phenyl)boronic acid

Introduction to (3-(ethylsulfonyl)phenyl)boronic Acid (CAS No. 845870-47-5)

(3-(ethylsulfonyl)phenyl)boronic acid, with the chemical identifier CAS No. 845870-47-5, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical chemistry and materials science. This compound belongs to the class of boronic acids, which are well-known for their versatile applications in medicinal chemistry, particularly in the design and synthesis of targeted drug therapies.

The structure of (3-(ethylsulfonyl)phenyl)boronic acid features a phenyl ring substituted with an ethylsulfonyl group and a boronic acid functional group. The presence of the boronic acid moiety makes this compound a valuable intermediate in Suzuki-Miyaura cross-coupling reactions, a pivotal method in organic synthesis that facilitates the formation of carbon-carbon bonds. These reactions are widely employed in the construction of complex molecular architectures, including those found in pharmaceuticals.

In recent years, there has been a surge in research focused on boronic acid derivatives due to their unique biochemical properties. Boronic acids can form reversible covalent bonds with diols, a characteristic that has been exploited in various therapeutic applications. For instance, (3-(ethylsulfonyl)phenyl)boronic acid has shown promise in the development of inhibitors for enzymes that are involved in inflammatory pathways. Its ability to interact with biological targets makes it a candidate for designing novel therapeutic agents.

One of the most compelling aspects of (3-(ethylsulfonyl)phenyl)boronic acid is its potential in drug discovery and development. The ethylsulfonyl group introduces a certain level of electronic and steric influence on the phenyl ring, which can be fine-tuned to optimize binding affinity and selectivity. This feature is particularly important in medicinal chemistry, where subtle structural modifications can significantly impact the efficacy and safety of a drug candidate.

Recent studies have highlighted the role of boronic acids in targeted therapy, especially in oncology. Compounds like (3-(ethylsulfonyl)phenyl)boronic acid have been investigated for their potential to inhibit key enzymes overexpressed in cancer cells. The reversible binding capability of boronic acids allows for tight control over drug release, minimizing off-target effects and reducing toxicity. This characteristic aligns well with the growing demand for precision medicine approaches.

The synthesis of (3-(ethylsulfonyl)phenyl)boronic acid involves multi-step organic transformations, typically starting from readily available aromatic precursors. The introduction of the ethylsulfonyl group requires careful control of reaction conditions to ensure high yield and purity. Advanced synthetic techniques, such as palladium-catalyzed cross-coupling reactions, have been instrumental in achieving efficient and scalable production processes.

In addition to its pharmaceutical applications, (3-(ethylsulfonyl)phenyl)boronic acid has found utility in materials science. Boronic acids are known to form coordination complexes with metals, which can be leveraged in the development of novel catalysts and functional materials. The unique properties of these complexes make them attractive for applications ranging from sensors to nanotechnology.

The chemical reactivity of (3-(ethylsulfonyl)phenyl)boronic acid also extends to its potential use as a building block for more complex molecules. Its ability to participate in cross-coupling reactions allows chemists to construct intricate molecular frameworks with precision. This flexibility is particularly valuable in drug design, where complex scaffolds are often required to achieve optimal pharmacological profiles.

Evaluation studies on (3-(ethylsulfonyl)phenyl)boronic acid have demonstrated its stability under various conditions, making it a reliable component in synthetic protocols. Furthermore, its compatibility with green chemistry principles is noteworthy, as many synthetic routes can be optimized to minimize waste and energy consumption. This aligns with global efforts to promote sustainable chemical practices.

The future prospects for (3-(ethylsulfonyl)phenyl)boronic acid are promising, given its diverse range of applications and ongoing research efforts. As our understanding of biochemical pathways continues to evolve, new opportunities for therapeutic intervention will emerge. The compound's unique properties position it as a key player in next-generation drug development.

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