Cas no 107834-03-7 (4-(thiophen-2-yl)benzaldehyde)

4-(Thiophen-2-yl)benzaldehyde is a versatile aromatic compound with a distinctive thiophenyl substitution. It is recognized for its distinct aroma and serves as an essential intermediate in the synthesis of pharmaceuticals and agrochemicals. Its key advantages include a high degree of purity and stability, as well as its ease of handling and functional group compatibility, making it a valuable component in organic synthesis.
4-(thiophen-2-yl)benzaldehyde structure
4-(thiophen-2-yl)benzaldehyde structure
Product Name:4-(thiophen-2-yl)benzaldehyde
CAS No:107834-03-7
MF:C11H8OS
MW:188.245621681213
MDL:MFCD02682003
CID:202802
PubChem ID:736499
Update Time:2025-06-24

4-(thiophen-2-yl)benzaldehyde Chemical and Physical Properties

Names and Identifiers

    • 4-Thiophen-2-yl-benzaldehyde
    • 4-(2-THIENYL)BENZALDEHYDE
    • 4-(2-Thienyl)benzaldeyde
    • 4-(Thiophen-2-yl)benzaldehyde
    • 4-thiophen-2-ylbenzaldehyde
    • Benzaldehyde,4-(2-thienyl)-
    • 2-(4'-formylphenyl)thiophene
    • 3-(Thien-2-yl)benzaldehyde
    • 4-(Thien-2-yl)benzaldehyde
    • 4-(thiophene-2-yl)benzaldehyde
    • Benzaldehyde,4-(2-thienyl)
    • AKOS BAR-0194
    • AKOS BAR-0193
    • TIMTEC-BB SBB005905
    • SALOR-INT L300144-1EA
    • 2-(4-Formylphenyl)thiophene
    • 3-THIOPHEN-2-YL-BENZALDEHYDE
    • BENZALDEHYDE, 4-(2-THIENYL)-
    • MFCD02682003
    • BDBM50358753
    • UECDQUOWFRTJOH-UHFFFAOYSA-N
    • F9995-0541
    • Z756110738
    • DTXSID40353042
    • SY064507
    • CHEMBL1922272
    • W-204649
    • BB 0222527
    • AKOS000805679
    • DS-9648
    • FT-0616564
    • SCHEMBL5852
    • 4-(2-Thienyl)benzaldeyde, 97%
    • 4-(Thiophen-2-yl)-benzaldehyde
    • 107834-03-7
    • EN300-176951
    • STL302123
    • 4-(thiophen-2-yl)benzaldehyde
    • MDL: MFCD02682003
    • Inchi: 1S/C11H8OS/c12-8-9-3-5-10(6-4-9)11-2-1-7-13-11/h1-8H
    • InChI Key: UECDQUOWFRTJOH-UHFFFAOYSA-N
    • SMILES: S1C=CC=C1C1C=CC(C=O)=CC=1

Computed Properties

  • Exact Mass: 188.03000
  • Monoisotopic Mass: 188.029586
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 0
  • Hydrogen Bond Acceptor Count: 1
  • Heavy Atom Count: 13
  • Rotatable Bond Count: 2
  • Complexity: 173
  • 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
  • Surface Charge: 0
  • Tautomer Count: nothing
  • XLogP3: nothing
  • Topological Polar Surface Area: 45.3

Experimental Properties

  • Color/Form: solid
  • Density: 1.207
  • Melting Point: 65-69?°C (lit.)
  • Boiling Point: 324.9±25.0 °C at 760 mmHg
  • Flash Point: 122.1±10.4 °C
  • Refractive Index: 1.637
  • PSA: 45.31000
  • LogP: 3.22760
  • Solubility: Not determined

4-(thiophen-2-yl)benzaldehyde Security Information

  • Symbol: GHS07
  • Signal Word:Warning
  • Hazard Statement: H302-H319
  • Warning Statement: P305 + P351 + P338
  • Hazardous Material transportation number:NONH for all modes of transport
  • WGK Germany:3
  • Hazard Category Code: 22
  • Safety Instruction: S24/25
  • Hazardous Material Identification: Xi
  • Safety Term:S24/25
  • Storage Condition:Store at 4°C,-4At ℃Store…Better

4-(thiophen-2-yl)benzaldehyde 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%

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4-(thiophen-2-yl)benzaldehyde Production Method

4-(thiophen-2-yl)benzaldehyde Related Literature

Additional information on 4-(thiophen-2-yl)benzaldehyde

Introduction to 4-(thiophen-2-yl)benzaldehyde (CAS No. 107834-03-7) and Its Emerging Applications in Chemical Biology

4-(thiophen-2-yl)benzaldehyde, identified by the chemical abstracts service number 107834-03-7, is a versatile aromatic compound that has garnered significant attention in the field of chemical biology due to its unique structural properties and biological activities. This heterocyclic aldehyde, featuring a benzaldehyde moiety linked to a thiophene ring, serves as a valuable scaffold for the development of novel pharmaceuticals, agrochemicals, and materials. Its molecular structure, characterized by the conjugation of the thiophene and benzaldehyde units, enables diverse interactions with biological targets, making it a promising candidate for further exploration.

The thiophen-2-yl substituent in 4-(thiophen-2-yl)benzaldehyde contributes to its distinctive electronic and steric properties, which are critical for its role in medicinal chemistry. The presence of the sulfur atom in the thiophene ring introduces a polar region that can enhance binding affinity to biological receptors. This feature has been leveraged in the design of small-molecule inhibitors targeting various therapeutic areas, including cancer, inflammation, and neurodegenerative diseases. Recent studies have highlighted its potential as a precursor for synthesizing bioactive molecules with improved pharmacokinetic profiles.

In recent years, 4-(thiophen-2-yl)benzaldehyde has been extensively investigated for its applications in drug discovery. Its ability to act as a building block for more complex structures has led to the development of several novel compounds with significant biological activity. For instance, derivatives of this compound have shown promise in inhibiting enzymes involved in cancer progression, such as kinases and proteases. The benzaldehyde moiety is particularly useful for forming hydrogen bonds with amino acid residues in protein targets, enhancing the efficacy of these inhibitors.

Moreover, the thiophen-2-yl group in 4-(thiophen-2-yl)benzaldehyde has been utilized to develop ligands for metal-based therapeutics. Thiophene derivatives are known for their ability to chelate transition metals, which can be harnessed for targeted drug delivery systems. These metal complexes exhibit enhanced stability and bioavailability, making them attractive candidates for clinical applications. The combination of the benzaldehyde and thiophene units provides a multifunctional platform that can be tailored for specific therapeutic needs.

The synthetic chemistry of 4-(thiophen-2-yl)benzaldehyde has also seen significant advancements. Modern synthetic methodologies have enabled the efficient preparation of this compound and its derivatives with high purity and yield. Techniques such as palladium-catalyzed cross-coupling reactions have been particularly useful in constructing the benzothiophene core structure. These advances have facilitated rapid screening of large libraries of compounds derived from 4-(thiophen-2-yl)benzaldehyde, accelerating the discovery of new bioactive molecules.

One notable application of 4-(thiophen-2-yl)benzaldehyde is in the development of fluorescent probes for cellular imaging. The conjugated system of the benzaldehyde and thiophene units allows for strong fluorescence emission upon excitation with specific wavelengths. This property has been exploited to create probes that can visualize biological processes in real-time, such as enzyme activity and protein-protein interactions. Such tools are invaluable for understanding complex biological pathways and have potential applications in diagnostic assays.

Another emerging area where 4-(thiophen-2-yl)benzaldehyde is making an impact is in materials science. The unique electronic properties of this compound make it suitable for use in organic semiconductors and light-emitting diodes (OLEDs). Researchers have demonstrated that derivatives of 4-(thiophen-2-yl)benzaldehyde can enhance the performance of these materials by improving charge transport properties. This opens up possibilities for developing next-generation electronic devices with improved efficiency and durability.

The growing interest in sustainable chemistry has also driven research into greener synthetic routes for 4-(thiophen-2-yl)benzaldehyde. Catalytic processes that minimize waste and energy consumption are being explored to make production more environmentally friendly. These efforts align with global initiatives to promote sustainable practices in chemical manufacturing, ensuring that future applications of this compound are both effective and eco-conscious.

In conclusion, 4-(thiophen-2-yl)benzaldehyde (CAS No. 107834-03-7) is a multifaceted compound with broad applications across multiple disciplines. Its unique structural features make it an excellent scaffold for drug discovery, material science, and imaging technologies. As research continues to uncover new uses for this compound, its importance in advancing scientific knowledge and technological innovation is likely to grow even further.

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