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CS-W001157 4
Total: USD 88.00

3,4-Ethylenedioxythiophene-2,5-dicarboxylic acid

  • CAS No. 18361-03-0

  • Cat. No. CS-0168020
  • Purity≥98%
  • MDL No.MFCD00966477

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

3,4-Ethylenedioxythiophene-2,5-dicarboxylic acid|CS-0168020

Structure of 18361-03-0

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General Information

  • CAS No. 18361-03-0
  • Cat. No. CS-0168020
  • Purity ≥98%
  • MDL No. MFCD00966477
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₆O₆S
  • Molecular Weight None
  • Synonym(s) 2,3-Dihydrothieno[3,4-b]-1,4-dioxine-5,7-dicarboxylic Acid
  • SMILES O=C(C1=C2C(OCCO2)=C(C(O)=O)S1)O

Description

3,4-Ethylenedioxythiophene-2,5-dicarboxylic acid features a rigid, electron-rich thiophene core flanked by two carboxylic acid groups, enabling robust conjugation and versatile functionalization. This structure supports integration into conductive polymers and redox-active materials with enhanced stability and processability under standard conditions.

Application

3,4-Ethylenedioxythiophene-2,5-dicarboxylic acid serves as a versatile building block for conjugated polymers and functional materials. Its rigid, electron-rich thiophene core with orthogonal carboxylic acid groups enables efficient coupling reactions, facilitating the synthesis of high-performance organic semiconductors and electrochromic devices. The molecule exhibits good bench stability and compatibility with standard amide and esterification protocols, supporting scalable, reproducible synthesis in industrial R&D workflows.

Synthesis

  • Route1

    References

    • Coffey; McKellar; Reinhardt; Nijakowski; Feld Synthetic Communications, 1996 , vol. 26, # 11 p. 2205 - 2212
  • Route2
    • null|null
      75-34-3
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      Dimethyl 3,4-dihydroxythiophene-2,5-dicarboxylate|CS-0169588
      58416-04-9
    • null|null
      67-63-0
    • ~75%
    • In-stock
      3,4-Ethylenedioxythiophene-2,5-dicarboxylic acid|CS-0168020
      18361-03-0

    References

    • Rauchschwalbe, Gunter; Klausener, Alexander; Bremen, Josef; Schenkel, Ralf-Ingo; Winkler, Adolf Patent: US2003/97007 A1, 2003 ;
  • Route3
    • In-stock
      Diethyl 2,2'-thiodiacetate|CS-W015317
      925-47-3
    • null|null
      107-06-2
    • null|null
      95-92-1
    • ~74%
    • In-stock
      3,4-Ethylenedioxythiophene-2,5-dicarboxylic acid|CS-0168020
      18361-03-0

    References

    • Bayer Aktiengesellschaft Patent: EP1167368 A1, 2002 ; Location in patent: Page 5-6 ;

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-H312-H315-H319-H332
Precautionary Statements : P264-P270-P273-P280-P302+P352-P330-P362+P364-P501

Quality Control

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Computational Chemistry Data

  • TPSA   93.06
  • LogP   0.9157
  • H_Acceptors   5
  • H_Donors   2
  • Rotatable_Bonds   2

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