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(2-Bromothiophen-3-yl)methanol

  • CAS No. 70260-16-1

  • Cat. No. CS-0043247
  • Purity≥97%
  • MDL No.MFCD09025881

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

(2-Bromothiophen-3-yl)methanol|CS-0043247

Structure of 70260-16-1

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General Information

  • CAS No. 70260-16-1
  • Cat. No. CS-0043247
  • Purity ≥97%
  • MDL No. MFCD09025881
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BrOS
  • Molecular Weight 193.06
  • Synonym(s) 2-Bromothiophene-3-methanol
  • SMILES OCC1=C(Br)SC=C1

Description

This boronate moiety integrates readily into Suzuki-Miyaura coupling reactions, delivering functionalized thiophene derivatives with high efficiency. The bromine and hydroxyl groups enable sequential derivatization, while the thiophene scaffold provides a robust, electron-rich platform for synthetic elaboration under standard conditions.

Application

(2-Bromothiophen-3-yl)methanol serves as a versatile building block for the synthesis of functionalized thiophene derivatives. Its bromo and hydroxymethyl groups enable sequential transformations via Suzuki, Stille, or Sonogashira coupling reactions, facilitating access to biaryl and extended π-conjugated systems. The compound exhibits good bench stability and facilitates straightforward purification, making it well-suited for iterative synthetic workflows in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • Navacchia, Maria Luisa; Melucci, Manuela; Favaretto, Laura; Zanelli, Alberto; Gazzano, Massimo; Bongini, Alessandro; Barbarella, Giovanna Organic Letters, 2008 , vol. 10, # 17 p. 3665 - 3668
  • Route2
    • null|null
      40032-76-6
    • ~%
    • In-stock
      (2-Bromothiophen-3-yl)methanol|CS-0043247
      70260-16-1

    References

    • US6528510 B1, ;
  • Route3
    • null|null
      189331-42-8
    • ~%
    • In-stock
      (2-Bromothiophen-3-yl)methanol|CS-0043247
      70260-16-1

    References

    • US5840917 A1, ;

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-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   2.0029
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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