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CS-W001157 4
Total: USD 88.00

Diethyl 3,4-dihydroxythiophene-2,5-dicarboxylate

  • CAS No. 1822-66-8

  • Cat. No. CS-0151860
  • Molecule weight260.26
  • Purity≥98%
  • MDL No.None

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

Diethyl 3,4-dihydroxythiophene-2,5-dicarboxylate|CS-0151860

Structure of 1822-66-8

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General Information

  • CAS No. 1822-66-8
  • Cat. No. CS-0151860
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₂O₆S
  • Molecular Weight 260.26
  • Synonym(s) 2,5-bis(ethoxycarbonyl)-3,4-dihydroxythiophene
  • SMILES CCOC(=O)C1=C(C(=C(C(=O)OCC)S1)O)O

Description

Diethyl 3,4-dihydroxythiophene-2,5-dicarboxylate features a rigid thiophene core with two strategically positioned hydroxyl groups and ester functionalities. This configuration enables direct incorporation into conjugated polymer backbones, offering enhanced solubility and processability. The molecule serves as a high-performance monomer for organic semiconductors and electroactive materials.

Application

Diethyl 3,4-dihydroxythiophene-2,5-dicarboxylate serves as a versatile building block for the synthesis of functionalized thiophene derivatives and heterocyclic scaffolds. The diester functionality enables straightforward hydrolysis and coupling reactions, while the vicinal diol group offers opportunities for selective oxidation or protection. Its stability under standard bench conditions facilitates purification and integration into multi-step syntheses, particularly in medicinal chemistry and materials science applications.

Synthesis

  • Route1
    • In-stock
      Diethyl 2,2'-thiodiacetate|CS-W015317
      925-47-3
    • null|null
      95-92-1
    • ~78%
    • In-stock
      Diethyl 3,4-dihydroxythiophene-2,5-dicarboxylate|CS-0151860
      1822-66-8

    References

    • Far Eastern New Century Corporation; Liang, Nai-Yun; Tsai, Hui-Shan; Ke, Ching-Wei; Jseng, Chin-Wan Patent: EP2548875 A1, 2013 ; Location in patent: Paragraph 0074-0082 ;
  • Route2
    • Sodium 2,5-bis(ethoxycarbonyl)thiophene-3,4-bis(olate)|CS-0778296
      14282-56-5
    • ~%
    • In-stock
      Diethyl 3,4-dihydroxythiophene-2,5-dicarboxylate|CS-0151860
      1822-66-8

    References

    • WO2008/106194 A1, ; Page/Page column 7-9 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS06,GHS08
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302+H312-H314-H317-H330-H334-H360-H402
Precautionary Statements : P260-P261-P264-P270-P271-P272-P273-P280-P284-P301+P330+P331-P302+P352-P304+P340-P330-P362+P364-P363-P405-P501

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Computational Chemistry Data

  • TPSA   93.06
  • LogP   1.5127
  • H_Acceptors   7
  • H_Donors   2
  • Rotatable_Bonds   4

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