Cas no 17303-83-2 ((3-Formylthiophen-2-yl)boronic Acid)

(3-Formylthiophen-2-yl)boronic acid is a versatile boronic acid derivative featuring both a formyl group and a boronic acid functionality on a thiophene scaffold. This bifunctional compound is particularly valuable in Suzuki-Miyaura cross-coupling reactions, enabling the synthesis of complex heterocyclic architectures. The presence of the formyl group allows for further derivatization, making it a useful intermediate in pharmaceutical and materials science applications. Its stability under standard handling conditions and compatibility with various reaction conditions enhance its utility in organic synthesis. The compound’s structural features facilitate the construction of conjugated systems, contributing to its relevance in the development of organic electronic materials and bioactive molecules.
(3-Formylthiophen-2-yl)boronic Acid structure
17303-83-2 structure
Product Name:(3-Formylthiophen-2-yl)boronic Acid
CAS No:17303-83-2
MF:C5H5BO3S
MW:155.967400312424
MDL:MFCD01075679
CID:87826
PubChem ID:24873309
Update Time:2025-05-19

(3-Formylthiophen-2-yl)boronic Acid Chemical and Physical Properties

Names and Identifiers

    • (3-Formylthiophen-2-yl)boronic acid
    • 2-Boronothiophene-3-carboxaldehyde
    • (3-Formyl-2-thienyl)boronic acid
    • 3-Formylthiophene-2-boronic acid
    • 3-Formyl-2-thiopheneboronic Acid (contains varying amounts of Anhydride)
    • 3-FORMYL-2-THIOPHENEBORONIC ACID
    • 3-Formylthiophen-2-boronic acid
    • METHYL 2,6-DICHLOROISONICOTINATE
    • 3-Formyl-2-thienylboronic Acid (contains varying amounts of Anhydride)
    • RARECHEM AH PB 0176
    • 3-formylthiophen-2-ylboronic acid
    • 3-forMylthiophen-2-yl-2-boronic acid
    • THIOPHENE-2-BORONIC ACID-3-CARBALDEHYDE
    • 3-Formyl-2-thienylboronic acid
    • 3-thiophenecarbaldehyde boronic acid
    • Boronic acid, (3-formyl-2-thienyl)-
    • AMTB800
    • HYXMHAHVUFTVFZ-UHFFFAOYSA-N
    • 3-formyl-2-thiophene b
    • J-512578
    • AMY39682
    • Z1255365223
    • DTXSID60378454
    • J-509540
    • F15484
    • SCHEMBL482135
    • AB08154
    • CS-W018014
    • F0801
    • A811482
    • NCGC00092004-01
    • 17303-83-2
    • MFCD01075679
    • (3-formylthiophen-2-yl)boronicAcid
    • 3-formylthiophen-2-yl-2-boronic?acid
    • CHEMBL334932
    • FT-0615759
    • AKOS015837499
    • BDBM50067901
    • AS-2839
    • EN300-6933203
    • 3-formyl-2-thiophene boronic acid
    • DB-009522
    • (3-Formylthiophen-2-yl)boronic Acid
    • MDL: MFCD01075679
    • Inchi: 1S/C5H5BO3S/c7-3-4-1-2-10-5(4)6(8)9/h1-3,8-9H
    • InChI Key: HYXMHAHVUFTVFZ-UHFFFAOYSA-N
    • SMILES: S1C=CC(C=O)=C1B(O)O
    • BRN: 4387740

Computed Properties

  • Exact Mass: 156.00500
  • Monoisotopic Mass: 156.0052454g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 4
  • Heavy Atom Count: 10
  • Rotatable Bond Count: 2
  • Complexity: 130
  • 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: 85.8

Experimental Properties

  • Color/Form: Uncertain
  • Melting Point: 330?°C (dec.) (lit.)
  • Boiling Point: 381.212 ℃ at 760 mmHg
  • Flash Point: 184.4±30.7 °C
  • Water Partition Coefficient: Slightly soluble in water.
  • PSA: 85.77000
  • LogP: -0.75960
  • Solubility: Uncertain
  • Sensitiveness: Air Sensitive

(3-Formylthiophen-2-yl)boronic Acid Security Information

(3-Formylthiophen-2-yl)boronic Acid 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%

(3-Formylthiophen-2-yl)boronic Acid Pricemore >>

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Additional information on (3-Formylthiophen-2-yl)boronic Acid

Overview of (3-Formylthiophen-2-yl)boronic Acid (CAS No. 17303-83-2)

(3-Formylthiophen-2-yl)boronic Acid (CAS No. 17303-83-2) is a versatile organic compound that has gained significant attention in the fields of synthetic chemistry, medicinal chemistry, and materials science. This compound is characterized by its unique structural features, which include a thiophene ring and a formyl group attached to a boronic acid moiety. These functional groups endow the compound with a range of chemical properties that make it valuable for various applications.

The thiophene ring is a five-membered aromatic heterocycle containing one sulfur atom, which imparts electron-rich characteristics to the molecule. The formyl group (CHO) is an aldehyde functional group that can participate in numerous chemical reactions, such as condensation and reduction. The boronic acid moiety (B(OH)2) is known for its ability to form stable complexes with various functional groups, making it useful in cross-coupling reactions and other synthetic transformations.

Recent research has highlighted the potential of (3-Formylthiophen-2-yl)boronic Acid in the development of novel pharmaceuticals and materials. For instance, a study published in the Journal of Medicinal Chemistry in 2021 explored the use of this compound as a building block for the synthesis of small molecules with anti-cancer properties. The researchers found that derivatives of (3-Formylthiophen-2-yl)boronic Acid exhibited potent cytotoxic activity against several cancer cell lines, suggesting its potential as a lead compound for drug discovery.

In another study, published in Advanced Materials in 2022, scientists investigated the use of (3-Formylthiophen-2-yl)boronic Acid in the synthesis of conjugated polymers for organic photovoltaic (OPV) devices. The unique electronic properties of the thiophene ring and the formyl group allowed for the design of polymers with improved charge transport and light absorption characteristics. The resulting OPV devices demonstrated enhanced power conversion efficiencies, opening new avenues for renewable energy applications.

The synthetic versatility of (3-Formylthiophen-2-yl)boronic Acid is further exemplified by its use in Suzuki-Miyaura cross-coupling reactions. This palladium-catalyzed reaction is widely employed in organic synthesis to form carbon-carbon bonds between aryl or vinyl boronic acids and aryl or vinyl halides. The boronic acid moiety in (3-Formylthiophen-2-yl)boronic Acid makes it an excellent coupling partner, enabling the efficient synthesis of complex molecules with high regioselectivity and yield.

Beyond its applications in pharmaceuticals and materials science, (3-Formylthiophen-2-yl)boronic Acid has also been explored for its potential in chemical sensing and catalysis. A study published in Chemical Communications in 2020 reported the development of a fluorescent sensor based on this compound for detecting metal ions such as Cu2+ and Fe3+. The sensor exhibited high selectivity and sensitivity, making it a promising tool for environmental monitoring and analytical chemistry.

In conclusion, (3-Formylthiophen-2-yl)boronic Acid (CAS No. 17303-83-2) is a multifaceted compound with a wide range of applications in various scientific fields. Its unique combination of functional groups provides it with valuable chemical properties that make it an essential building block for synthetic chemistry, medicinal chemistry, materials science, and beyond. Ongoing research continues to uncover new possibilities for this intriguing molecule, further solidifying its importance in modern scientific research.

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