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CS-W001157 4
Total: USD 88.00

2-Bromothiazole-4-carbaldehyde

  • CAS No. 5198-80-1

  • Cat. No. CS-W010715
  • Purity≥98%
  • MDL No.MFCD04115726

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

2-Bromothiazole-4-carbaldehyde|CS-W010715

Structure of 5198-80-1

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General Information

  • CAS No. 5198-80-1
  • Cat. No. CS-W010715
  • Purity ≥98%
  • MDL No. MFCD04115726
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂BrNOS
  • Molecular Weight 192.03
  • Synonym(s) 2-Bromo-thiazole-4-carbaldehyde
  • SMILES O=CC1=CSC(Br)=N1

Description

2-Bromothiazole-4-carbaldehyde is a bench-stable, moisture-tolerant heterocyclic aldehyde featuring a bromine substituent at the 2-position and a formyl group at the 4-position. This electronic complementarity enables direct coupling in transition-metal-catalyzed cross-coupling reactions. The electron-deficient thiazole ring enhances reactivity in nucleophilic addition processes.

Application

2-Bromothiazole-4-carbaldehyde serves as a versatile building block in medicinal chemistry and heterocyclic synthesis, enabling efficient access to thiazole-based scaffolds. Its bromo and aldehyde functionalities provide orthogonal reactivity for cross-coupling reactions and nucleophilic additions, facilitating the construction of complex molecular architectures. The compound exhibits good bench stability and is compatible with standard purification methods, making it well-suited for iterative synthetic workflows in API development.

Synthesis

  • Route1

    References

    • Ung, Alison T.; Pyne, Stephen G. Tetrahedron Asymmetry, 1998 , vol. 9, # 8 p. 1395 - 1407

Safety Information

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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   29.96
  • LogP   1.7181
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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