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CS-W001157 4
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5-Bromo-2-methylthiazole

  • CAS No. 57268-16-3

  • Cat. No. CS-0103613
  • Molecule weight178.05
  • Purity≥97%
  • MDL No.MFCD09879074

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

5-Bromo-2-methylthiazole|CS-0103613

Structure of 57268-16-3

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General Information

  • CAS No. 57268-16-3
  • Cat. No. CS-0103613
  • Purity ≥97%
  • MDL No. MFCD09879074
  • Storage 4°C, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₄BrNS
  • Molecular Weight 178.05
  • Synonym(s) 5-Bromo-2-methyl-1,3-thiazole
  • SMILES CC1=NC=C(Br)S1

Description

5-Bromo-2-methylthiazole is a heterocyclic building block featuring a brominated thiazole core with a methyl substituent at the 2-position. This configuration imparts enhanced reactivity in cross-coupling transformations and facilitates selective functionalization. The molecule exhibits excellent stability under standard conditions, enabling reliable integration into complex synthetic sequences. Its compatibility with palladium-catalyzed reactions supports efficient access to diverse thiazole-based architectures.

Application

5-Bromo-2-methylthiazole serves as a versatile building block in heterocyclic synthesis, enabling direct functionalization at the 5-position via palladium-catalyzed cross-coupling reactions. Its methyl group enhances regiochemical control in electrophilic substitution, while the bromine facilitates coupling with aryl, vinyl, and alkynyl partners. Bench-stable and readily purified by flash chromatography, it functions effectively in the construction of biologically relevant thiazole scaffolds and pharmaceutical intermediates.

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   12.89
  • LogP   2.21402
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   0

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