Cas no 268218-94-6 ((4-benzoylphenyl)boronic acid)

(4-Benzoylphenyl)boronic acid is a versatile boronic acid derivative widely utilized in organic synthesis and pharmaceutical research. Its key structural feature—a benzoyl group para to the boronic acid moiety—makes it a valuable building block for Suzuki-Miyaura cross-coupling reactions, enabling the formation of biaryl compounds with high efficiency. This compound exhibits good stability under standard conditions and demonstrates compatibility with a range of functional groups, enhancing its utility in complex molecule construction. Additionally, it serves as a precursor in the synthesis of advanced materials and bioactive molecules. Its well-defined reactivity and commercial availability further contribute to its prominence in synthetic chemistry applications.
(4-benzoylphenyl)boronic acid structure
(4-benzoylphenyl)boronic acid structure
Product Name:(4-benzoylphenyl)boronic acid
CAS No:268218-94-6
MF:C13H11BO3
MW:226.035643815994
MDL:MFCD05664212
CID:252161
PubChem ID:24874525
Update Time:2025-05-19

(4-benzoylphenyl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • (4-Benzoylphenyl)boronic acid
    • 4-Benzoylphenylboronic acid
    • (p-Benzoylphenyl)boronic Acid
    • [4-(PHENYLCARBONYL)PHENYL]BORONIC ACID
    • 4-Benzoylbenzeneboronic acid
    • Boronic acid,B-(4-benzoylphenyl)-
    • tert-Butyl [(Boc-amino)(1H-pyrazol-1-yl)methylene]carbamate
    • 4-(Phenylcarbonyl)phenylboronic acid
    • Boronic acid, (4-benzoylphenyl)-
    • 4-Benzoylphenyl)boronic acid
    • p-benzoylphenylboronic acid
    • 4-benzoyl phenylboronic acid
    • 4-benzoyl phenyl boronic acid
    • C13H11BO3
    • CWMIVCCXDVRXST-UHFFFAOYSA-N
    • OR7150
    • ANW-
    • FT-0698133
    • 268218-94-6
    • EN300-7361331
    • 4-Benzoylphenylboronic acid, >=95%
    • GS-5629
    • AKOS004116285
    • SCHEMBL306551
    • AB22308
    • DTXSID50400697
    • CS-0020127
    • A818617
    • AM90082
    • (4-Benzoylphenyl)boronicacid
    • Piperidine, 3-(4-methyl-4H-1,2,4-triazol-3-yl)- (9CI)
    • SY101550
    • MFCD05664212
    • DB-067682
    • 4-Benzoylphenylboronic acid(Contains varying amounts of anhydride)
    • (4-benzoylphenyl)boronic acid
    • MDL: MFCD05664212
    • Inchi: 1S/C13H11BO3/c15-13(10-4-2-1-3-5-10)11-6-8-12(9-7-11)14(16)17/h1-9,16-17H
    • InChI Key: CWMIVCCXDVRXST-UHFFFAOYSA-N
    • SMILES: O=C(C1C=CC=CC=1)C1C=CC(B(O)O)=CC=1

Computed Properties

  • Exact Mass: 226.08000
  • Monoisotopic Mass: 226.08
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 17
  • Rotatable Bond Count: 3
  • Complexity: 253
  • 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: 57.5
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing

Experimental Properties

  • Color/Form: Not determined
  • Density: 1.25±0.1 g/cm3 (20 oC 760 Torr),
  • Melting Point: 204-212?°C (lit.)
  • Boiling Point: 427.9°Cat760mmHg
  • Flash Point: 212.6°C
  • Refractive Index: 1.611
  • Solubility: Very slightly soluble (0.29 g/l) (25 o C),
  • PSA: 57.53000
  • LogP: 0.59740
  • Solubility: Not determined

(4-benzoylphenyl)boronic acid Security Information

  • Hazard Statement: Corrosive
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazardous Material Identification: C

(4-benzoylphenyl)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 (4-benzoylphenyl)boronic acid

Introduction to (4-benzoylphenyl)boronic Acid (CAS No: 268218-94-6)

(4-benzoylphenyl)boronic acid, with the chemical identifier CAS No: 268218-94-6, is a specialized organic compound that has garnered significant attention in the field of pharmaceutical and materials science. This compound, characterized by its boronic acid functional group attached to a phenyl ring substituted with a benzoyl group, exhibits unique chemical properties that make it a valuable intermediate in various synthetic applications. The boronic acid moiety, in particular, is well-known for its role in Suzuki-Miyaura cross-coupling reactions, a pivotal transformation in modern organic synthesis that facilitates the formation of carbon-carbon bonds. This reaction is widely employed in the construction of complex molecular architectures, including those found in pharmaceuticals and agrochemicals.

The structure of (4-benzoylphenyl)boronic acid imparts both reactivity and stability, making it an attractive candidate for further functionalization. The benzoyl group contributes to the electronic environment of the boronic acid, influencing its reactivity in cross-coupling reactions and other transformations. Recent studies have highlighted the compound's utility in the synthesis of biaryl compounds, which are prevalent in many biologically active molecules. The ability to efficiently construct biaryl frameworks is crucial for drug discovery, as these structures often form the core of pharmacophores in therapeutic agents.

In the realm of pharmaceutical research, (4-benzoylphenyl)boronic acid has been explored as a key intermediate in the development of novel therapeutic agents. Its incorporation into drug candidates has shown promise in various therapeutic areas, including oncology and inflammation. For instance, researchers have utilized this compound to synthesize derivatives that exhibit inhibitory activity against specific enzymes implicated in disease pathways. The precision offered by boronic acid-based chemistry allows for the tailoring of molecular properties, enabling the design of compounds with enhanced selectivity and reduced side effects.

The role of (4-benzoylphenyl)boronic acid in materials science is equally noteworthy. Boronic acids are known for their ability to form coordination complexes with metals and other Lewis acids, leading to applications in catalysis and material design. In particular, this compound has been investigated for its potential use in organic electronics, where its ability to participate in cross-coupling reactions facilitates the synthesis of conjugated polymers and small-molecule semiconductors. These materials are essential components in next-generation electronic devices, such as organic light-emitting diodes (OLEDs) and photovoltaic cells.

Advances in synthetic methodologies have further expanded the applications of (4-benzoylphenyl)boronic acid. Recent innovations in boronic acid chemistry have enabled more efficient and scalable synthesis routes, reducing costs and improving yields. These developments have made it more feasible to incorporate this compound into large-scale production processes for pharmaceuticals and advanced materials. Additionally, improvements in purification techniques have enhanced the purity of (4-benzoylphenyl)boronic acid, ensuring reliable performance in sensitive applications.

The future prospects for (4-benzoylphenyl)boronic acid are promising, with ongoing research aiming to uncover new applications and refine existing ones. As the demand for sophisticated organic compounds grows, particularly in drug discovery and advanced materials, compounds like this are expected to play an increasingly important role. Collaborative efforts between academia and industry are likely to drive innovation, leading to novel derivatives and applications that leverage the unique properties of this versatile compound.

In conclusion, (4-benzoylphenyl)boronic acid (CAS No: 268218-94-6) is a multifaceted compound with significant potential across multiple scientific disciplines. Its utility as an intermediate in pharmaceutical synthesis, its role in materials science, and its participation in cutting-edge chemical transformations underscore its importance. As research continues to evolve, it is anticipated that this compound will continue to be a cornerstone of innovation, contributing to advancements that benefit society.

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