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CS-W001157 4
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(5-Chlorothiophen-2-yl)methanol

  • CAS No. 74168-69-7

  • Cat. No. CS-0053152
  • Purity≥98%
  • MDL No.None

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

(5-Chlorothiophen-2-yl)methanol|CS-0053152

Structure of 74168-69-7

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General Information

  • CAS No. 74168-69-7
  • Cat. No. CS-0053152
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅ClOS
  • Molecular Weight 148.61
  • Synonym(s) 5-Chlorothiophene-2-ylmethanol
  • SMILES OCC1=CC=C(Cl)S1

Description

(5-Chlorothiophen-2-yl)methanol features a thiophene core bearing a chlorinated para-position and a reactive hydroxymethyl group. This combination enables direct functionalization in synthetic sequences, particularly useful for coupling reactions and downstream derivatization in medicinal chemistry and materials science applications.

Application

(5-Chlorothiophen-2-yl)methanol serves as a versatile building block for the synthesis of functionalized thiophene derivatives. Its aldehyde functionality enables direct oxidation, reduction, or coupling reactions, while the chlorine substituent supports palladium-catalyzed cross-coupling transformations. The compound exhibits good bench stability and facilitates efficient purification, making it well-suited for applications in medicinal chemistry and materials science.

Synthesis

  • Route1

    References

    • TRIGEN LIMITED Patent: WO2007/96362 A1, 2007 ; Location in patent: Page/Page column 236 ; WO 2007/096362 A1
  • Route2

    References

    • WO2007/2181 A2, ; Page/Page column 135-136 ; WO 2007/002181 A2
  • Route3

    References

    • Journal of Organic Chemistry, , vol. 14, p. 790,795

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

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Computational Chemistry Data

  • TPSA   20.23
  • LogP   1.8938
  • H_Acceptors   2
  • H_Donors   1
  • Rotatable_Bonds   1

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