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

  • CAS No. 79387-71-6

  • Cat. No. CS-0053897
  • Purity≥96%
  • MDL No.None

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

(5-Bromothien-2-yl)methanol|CS-0053897

Structure of 79387-71-6

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General Information

  • CAS No. 79387-71-6
  • Cat. No. CS-0053897
  • Purity ≥96%
  • MDL No. None
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₅BrOS
  • Molecular Weight 193.06
  • Synonym(s) 2-Bromo-5-(hydroxymethyl)thiophene
  • SMILES OCC1=CC=C(Br)S1

Description

(5-Bromothien-2-yl)methanol features a brominated thiophene ring with a pendant hydroxymethyl group, enabling direct functionalization in cross-coupling and derivatization workflows. This bench-stable reagent integrates readily into complex molecular architectures where halogenated heterocycles serve as key scaffolds.

Application

(5-Bromothien-2-yl)methanol serves as a versatile building block in synthetic organic chemistry, enabling efficient functionalization of thiophene scaffolds. Its bromine substituent facilitates palladium-catalyzed cross-coupling reactions, while the pendant alcohol group offers orthogonal reactivity for derivatization or protection. The compound exhibits good bench stability and is readily purified by distillation or column chromatography, making it well-suited for use in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Vu, Thi-Thu-Ha; Kumbhar, Pramod S.; Figueras, Francois Advanced Synthesis and Catalysis, 2003 , vol. 345, # 4 p. 493 - 496
  • Route2

    References

    • WO2006/138264 A2, ; Page/Page column 45-46 ; WO 2006/138264 A2
  • Route3

    References

    • Tetrahedron, , vol. 39, # 15 p. 2531 - 2549

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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