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CS-W001157 4
Total: USD 88.00

2-(2-Hydroxyethyl)thiofuran

  • CAS No. 5402-55-1

  • Cat. No. CS-W020421
  • Purity≥98%
  • MDL No.MFCD00005462

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

2-(2-Hydroxyethyl)thiofuran|CS-W020421

Structure of 5402-55-1

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General Information

  • CAS No. 5402-55-1
  • Cat. No. CS-W020421
  • Purity ≥98%
  • MDL No. MFCD00005462
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₈OS
  • Molecular Weight None
  • Synonym(s) 2-(Thiophen-2-yl)ethanol; NSC 5136; Thiophene-2-ethanol
  • SMILES OCCC1=CC=CS1

Description

2-(2-Hydroxyethyl)thiofuran features a thiofuran core functionalized with a hydroxyethyl side chain, offering enhanced solubility and reactivity in polar environments. This structure integrates a labile hydroxyl group and a sulfur heteroatom, enabling participation in nucleophilic transformations and transition-metal-catalyzed couplings. The molecule demonstrates stability under standard bench conditions while facilitating downstream derivatization in synthetic sequences.

Application

2-(2-Hydroxyethyl)thiofuran serves as a versatile building block for the synthesis of thiofuran-based heterocycles and bioactive molecules. Its hydroxyl-functionalized side chain enables facile derivatization via etherification, esterification, or oxidation to aldehyde, while the thiofuran core exhibits stability under standard organic reaction conditions. This compound facilitates the construction of complex scaffolds in medicinal chemistry and materials science due to its predictable reactivity and compatibility with common functional group transformations.

Synthesis

  • Route1
    • 2-Thiopheneacetic acid Cefoxitin  Impurity|CS-0229338
      1918-77-0
    • ~95%
    • In-stock
      2-(2-Hydroxyethyl)thiofuran|CS-W020421
      5402-55-1

    References

    • Ornstein, Paul L.; Bleisch, Thomas J.; Arnold, M. Brian; Wright, Rebecca A.; Johnson, Bryan G.; Schoepp, Darryle D. Journal of Medicinal Chemistry, 1998 , vol. 41, # 3 p. 346 - 357
  • Route2

    References

    • Boechat, Nubia; Da Costa, Jorge Carlos Santos; De Souza Mendonca, Jorge; Paes, Karla Ceodaro; Fernandes, Elisa Lopes; De Oliveira, Pedro Santos Mello; Vasconcelos, Thatyana Rocha Alves; De Souza, Marcus Vinicius Nora Synthetic Communications, 2005 , vol. 35, # 24 p. 3187 - 3190
  • Route3
    • null|null
      75-21-8
    • null|null
      188290-36-0
    • ~83%
    • In-stock
      2-(2-Hydroxyethyl)thiofuran|CS-W020421
      5402-55-1

    References

    • Sanofi-Synthelabo Patent: US6639083 B1, 2003 ; Location in patent: Page/Page column 5 ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: 3334
Class : 9
Packing Group : Ⅲ
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   1.2829
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   2

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