Cas no 352530-25-7 ((5-Formyl-4-methylthiophen-2-yl)boronic acid)

(5-Formyl-4-methylthiophen-2-yl)boronic acid is a versatile boronic acid derivative widely used in Suzuki-Miyaura cross-coupling reactions, a key method for forming carbon-carbon bonds in organic synthesis. The presence of both a formyl group and a boronic acid moiety on the thiophene scaffold enhances its reactivity, enabling efficient conjugation with aryl or vinyl halides. The methyl substitution improves stability while maintaining reactivity, making it a valuable intermediate in pharmaceutical and materials science applications. Its well-defined structure and high purity ensure consistent performance in complex synthetic pathways, particularly in the development of heterocyclic compounds and functionalized thiophene derivatives.
(5-Formyl-4-methylthiophen-2-yl)boronic acid structure
352530-25-7 structure
Product Name:(5-Formyl-4-methylthiophen-2-yl)boronic acid
CAS No:352530-25-7
MF:C6H7BO3S
MW:169.993980646133
MDL:MFCD03093890
CID:92797
PubChem ID:46738927
Update Time:2025-06-30

(5-Formyl-4-methylthiophen-2-yl)boronic acid Chemical and Physical Properties

Names and Identifiers

    • (5-Formyl-4-methylthiophen-2-yl)boronic acid
    • 5-Formyl-4-methylthiophene-2-boronic acid
    • B-?(5-?formyl-?4-?methyl-?2-?thienyl)?Boronic acid
    • 5-Borono-3-methylthiophene-2-carboxaldehyde
    • 5-formyl-4-methylthiophene-2-ylboronic acid
    • ZLE0102
    • DTXSID30674571
    • MFCD03093890
    • 352530-25-7
    • QEIXJCOHLUKRPO-UHFFFAOYSA-N
    • D76895
    • 5-Formyl-4-methylthiophene-2-boronic acid,97%
    • (5-Formyl-4-methylthiophen-2-yl)boronicacid
    • 5-formyl-4-methylthiophen-2-ylboronic acid
    • CPA53025
    • FT-0722545
    • A874674
    • AKOS006344172
    • AS-66445
    • CS-0109660
    • 5-Formyl-4-methylthiophene-2-boronic acid, 97%
    • SCHEMBL289383
    • DA-35301
    • MDL: MFCD03093890
    • Inchi: 1S/C6H7BO3S/c1-4-2-6(7(9)10)11-5(4)3-8/h2-3,9-10H,1H3
    • InChI Key: QEIXJCOHLUKRPO-UHFFFAOYSA-N
    • SMILES: S1C(B(O)O)=CC(C)=C1C=O

Computed Properties

  • Exact Mass: 170.02100
  • Monoisotopic Mass: 170.021
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 2
  • Hydrogen Bond Acceptor Count: 3
  • Heavy Atom Count: 11
  • Rotatable Bond Count: 2
  • Complexity: 153
  • 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: 85.8A^2

Experimental Properties

  • Color/Form: White pink powder
  • Density: 1.34
  • Melting Point: 118-120°C
  • Boiling Point: 404.2°C at 760 mmHg
  • Flash Point: 198.3°C
  • Refractive Index: 1.561
  • PSA: 85.77000
  • LogP: -0.45120
  • Solubility: Not determined
  • Sensitiveness: Air Sensitive

(5-Formyl-4-methylthiophen-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%

(5-Formyl-4-methylthiophen-2-yl)boronic acid Pricemore >>

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Additional information on (5-Formyl-4-methylthiophen-2-yl)boronic acid

Introduction to (5-Formyl-4-methylthiophen-2-yl)boronic acid (CAS No. 352530-25-7)

(5-Formyl-4-methylthiophen-2-yl)boronic acid (CAS No. 352530-25-7) is a versatile compound that has garnered significant attention in the fields of organic synthesis and medicinal chemistry. This compound, characterized by its unique boronic acid functionality and aromatic thiophene ring, offers a wide range of applications in the development of pharmaceuticals, materials science, and catalytic processes.

The boronic acid moiety in (5-Formyl-4-methylthiophen-2-yl)boronic acid is particularly noteworthy due to its reactivity and utility in Suzuki-Miyaura cross-coupling reactions. These reactions are fundamental in the synthesis of complex organic molecules, including biologically active compounds and polymers. The presence of the formyl group further enhances the compound's synthetic potential, allowing for a variety of functional group transformations and derivatizations.

Recent studies have highlighted the importance of (5-Formyl-4-methylthiophen-2-yl)boronic acid in the development of novel therapeutic agents. For instance, researchers at the University of California, Berkeley, have utilized this compound as a key intermediate in the synthesis of small molecules targeting specific enzymes involved in cancer pathways. The ability to introduce a boronic acid functionality through this intermediate has facilitated the creation of potent inhibitors with improved pharmacological properties.

In addition to its role in drug discovery, (5-Formyl-4-methylthiophen-2-yl)boronic acid has also found applications in materials science. The compound's unique electronic properties make it an attractive candidate for the development of organic semiconductors and optoelectronic devices. Studies conducted at the Massachusetts Institute of Technology (MIT) have demonstrated that derivatives of this compound can be used to create highly efficient organic light-emitting diodes (OLEDs) with enhanced stability and performance.

The synthetic accessibility of (5-Formyl-4-methylthiophen-2-yl)boronic acid is another factor contributing to its widespread use. The compound can be prepared through a series of well-documented synthetic routes, including the reaction of 4-methylthiophene with boron trifluoride etherate followed by formylation. This ease of synthesis ensures a consistent supply for both academic and industrial applications.

From a safety perspective, (5-Formyl-4-methylthiophen-2-yl)boronic acid is generally considered to be stable under standard laboratory conditions. However, it is important to handle the compound with care, as boronic acids can react with moisture and certain metals. Proper storage and handling protocols should be followed to ensure safety and maintain the integrity of the material.

In conclusion, (5-Formyl-4-methylthiophen-2-yl)boronic acid (CAS No. 352530-25-7) is a valuable compound with a broad range of applications in organic synthesis, medicinal chemistry, and materials science. Its unique chemical structure and reactivity make it an essential tool for researchers and scientists working in these fields. As ongoing research continues to uncover new uses and properties, the importance of this compound is likely to grow even further.

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