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CS-W001157 4
Total: USD 88.00

4-(Thiophen-2-yl)benzoic acid

  • CAS No. 29886-62-2

  • Cat. No. CS-W015406
  • Purity≥97%
  • MDL No.MFCD00690742

*For research and further manufacturing use only, not for direct human use.

4-(Thiophen-2-yl)benzoic acid|CS-W015406

Structure of 29886-62-2

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General Information

  • CAS No. 29886-62-2
  • Cat. No. CS-W015406
  • Purity ≥97%
  • MDL No. MFCD00690742
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₁H₈O₂S
  • Molecular Weight 204.24
  • Synonym(s) 4-THIOPHEN-2-YL-BENZOIC ACID
  • SMILES O=C(O)C1=CC=C(C2=CC=CS2)C=C1

Description

4-(Thiophen-2-yl)benzoic acid features a rigid, planar architecture integrating a thiophene ring with a benzoic acid moiety. This arrangement enhances π-conjugation and facilitates crystal packing, enabling efficient solid-state reactivity. The carboxylic acid group provides a robust handle for derivatization via esterification, amidation, or metal coordination. Its moisture-tolerant nature supports handling under standard bench conditions.

Application

4-(Thiophen-2-yl)benzoic acid serves as a versatile building block for constructing biaryl-thiophene scaffolds prevalent in pharmaceutical and materials chemistry. Its carboxylic acid functionality enables direct amidation, esterification, or coupling reactions under standard conditions. The molecule exhibits good bench stability, moderate solubility in organic solvents, and tolerance to common functional groups, facilitating straightforward purification and integration into multi-step syntheses.

Synthesis

  • Route1
    • In-stock
      4-Bromobenzoic acid|CS-W020100
      586-76-5
    • null|null
      15106-95-3
    • ~87%
    • In-stock
      4-(Thiophen-2-yl)benzoic acid|CS-W015406
      29886-62-2

    References

    • Bolliger, Jeanne L.; Frech, Christian M. Chemistry - A European Journal, 2010 , vol. 16, # 36 p. 11072 - 11081
  • Route2
    • In-stock
      4-Iodobenzoic acid|CS-W014112
      619-58-9
    • null|null
      5713-61-1
    • ~50%
    • In-stock
      4-(Thiophen-2-yl)benzoic acid|CS-W015406
      29886-62-2

    References

    • Amatore, Christian; Jutand, Anny; Negri, Serge; Fauvarque, Jean-Francois Journal of Organometallic Chemistry, 1990 , vol. 390, # 3 p. 389 - 398
  • Route3
    • null|null
      1003-09-4
    • In-stock
      4-Boronobenzoic acid|CS-W019665
      14047-29-1
    • ~%
    • In-stock
      4-(Thiophen-2-yl)benzoic acid|CS-W015406
      29886-62-2

    References

    • Synlett, , # 6 p. 829 - 831

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302
Precautionary Statements : P264-P270-P330-P501

Quality Control

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Computational Chemistry Data

  • TPSA   37.3
  • LogP   3.1133
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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