Cas no 1451393-39-7 (3-Formyl-5-(trifluoromethoxy)phenylboronic acid)

3-Formyl-5-(trifluoromethoxy)phenylboronic acid is a versatile boronic acid derivative featuring both a formyl group and a trifluoromethoxy substituent on the phenyl ring. This compound is particularly valuable in Suzuki-Miyaura cross-coupling reactions, where its boronic acid moiety facilitates the formation of carbon-carbon bonds with aryl or vinyl halides. The electron-withdrawing trifluoromethoxy group enhances reactivity in certain transformations, while the formyl group offers a handle for further functionalization, making it useful in pharmaceutical and materials science applications. Its stability under typical reaction conditions and compatibility with diverse synthetic protocols underscore its utility as a key intermediate in organic synthesis.
3-Formyl-5-(trifluoromethoxy)phenylboronic acid structure
1451393-39-7 structure
Product Name:3-Formyl-5-(trifluoromethoxy)phenylboronic acid
CAS No:1451393-39-7
MF:C8H6BF3O4
MW:233.937053203583
MDL:MFCD13181622
CID:4600602
Update Time:2025-06-13

3-Formyl-5-(trifluoromethoxy)phenylboronic acid Chemical and Physical Properties

Names and Identifiers

    • 3-Formyl-5-(trifluoromethoxy)phenylboronic acid
    • (3-Formyl-5-(trifluoromethoxy)phenyl)boronic acid
    • [3-formyl-5-(trifluoromethoxy)phenyl]boronic acid
    • BIC39339
    • BC001662
    • Z1439
    • D71542
    • MDL: MFCD13181622
    • Inchi: 1S/C8H6BF3O4/c10-8(11,12)16-7-2-5(4-13)1-6(3-7)9(14)15/h1-4,14-15H
    • InChI Key: ISVJXSCLOFBOHL-UHFFFAOYSA-N
    • SMILES: FC(OC1=CC(C=O)=CC(B(O)O)=C1)(F)F

Computed Properties

  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 7
  • Heavy Atom Count: 16
  • Rotatable Bond Count: 3
  • Complexity: 246
  • Topological Polar Surface Area: 66.8

3-Formyl-5-(trifluoromethoxy)phenylboronic acid Pricemore >>

Related Categories No. Product Name Cas No. Purity Specification Price update time Inquiry
SHANG HAI BI DE YI YAO KE JI GU FEN Co., Ltd.
BD217642-250mg
(3-Formyl-5-(trifluoromethoxy)phenyl)boronic acid
1451393-39-7 96%
250mg
¥394.0 2022-03-01
SHANG HAI BI DE YI YAO KE JI GU FEN Co., Ltd.
BD217642-1g
(3-Formyl-5-(trifluoromethoxy)phenyl)boronic acid
1451393-39-7 96%
1g
¥973.0 2022-03-01
SHANG HAI BI DE YI YAO KE JI GU FEN Co., Ltd.
BD217642-5g
(3-Formyl-5-(trifluoromethoxy)phenyl)boronic acid
1451393-39-7 96%
5g
¥3409.0 2022-03-01
TRC
F701568-100mg
3-Formyl-5-(trifluoromethoxy)phenylboronic acid
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$64.00 2023-05-18
TRC
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$98.00 2023-05-18
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F701568-500mg
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$207.00 2023-05-18
Chemenu
CM210028-250mg
(3-Formyl-5-(trifluoromethoxy)phenyl)boronic acid
1451393-39-7 95%
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$60 2022-09-02
abcr
AB309945-1 g
3-Formyl-5-(trifluoromethoxy)phenylboronic acid, 95%; .
1451393-39-7 95%
1g
€246.00 2023-04-26
abcr
AB309945-5 g
3-Formyl-5-(trifluoromethoxy)phenylboronic acid, 95%; .
1451393-39-7 95%
5g
€654.00 2023-04-26

Additional information on 3-Formyl-5-(trifluoromethoxy)phenylboronic acid

Research Briefing on 3-Formyl-5-(trifluoromethoxy)phenylboronic acid (CAS: 1451393-39-7) in Chemical Biology and Pharmaceutical Applications

3-Formyl-5-(trifluoromethoxy)phenylboronic acid (CAS: 1451393-39-7) is a boronic acid derivative that has garnered significant attention in recent years due to its versatile applications in chemical biology and pharmaceutical research. This compound, characterized by its trifluoromethoxy and formyl functional groups, serves as a critical building block in the synthesis of bioactive molecules, particularly in the development of protease inhibitors and other therapeutic agents. Recent studies have highlighted its role in Suzuki-Miyaura cross-coupling reactions, enabling the construction of complex biaryl structures with high efficiency and selectivity.

One of the most notable advancements involving 3-Formyl-5-(trifluoromethoxy)phenylboronic acid is its application in the development of covalent inhibitors targeting serine proteases. Researchers have leveraged the electrophilic nature of the formyl group to design irreversible inhibitors that form stable bonds with active-site residues, thereby modulating enzymatic activity. A 2023 study published in the Journal of Medicinal Chemistry demonstrated the compound's utility in the synthesis of potent thrombin inhibitors, showcasing its potential as a scaffold for anticoagulant therapies.

In addition to its pharmacological applications, 3-Formyl-5-(trifluoromethoxy)phenylboronic acid has been employed in materials science, particularly in the fabrication of boronate ester-based sensors. These sensors exhibit high affinity for diols and sugars, making them valuable tools for glucose monitoring and other diagnostic applications. Recent work by Zhang et al. (2024) explored the compound's use in the development of fluorescent probes for real-time detection of reactive oxygen species (ROS) in cellular environments, underscoring its interdisciplinary relevance.

The synthetic accessibility of 3-Formyl-5-(trifluoromethoxy)phenylboronic acid has also been a focus of recent research. A novel one-pot synthesis method, reported in Organic Letters (2023), significantly improved the yield and purity of the compound by optimizing reaction conditions and minimizing side reactions. This advancement has facilitated its broader adoption in both academic and industrial settings, enabling more efficient scale-up for preclinical studies.

Looking ahead, the unique properties of 3-Formyl-5-(trifluoromethoxy)phenylboronic acid position it as a promising candidate for further exploration in drug discovery and chemical biology. Ongoing research is investigating its potential in targeted protein degradation (PROTACs) and as a warhead in covalent drug design. As the field continues to evolve, this compound is expected to play an increasingly pivotal role in addressing unmet medical needs and advancing therapeutic innovation.

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