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2-Bromothiazole-5-carbonitrile

  • CAS No. 440100-94-7

  • Cat. No. CS-W005651
  • Purity≥98%
  • MDL No.MFCD09909651

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

2-Bromothiazole-5-carbonitrile|CS-W005651

Structure of 440100-94-7

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General Information

  • CAS No. 440100-94-7
  • Cat. No. CS-W005651
  • Purity ≥98%
  • MDL No. MFCD09909651
  • Storage -20°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄HBrN₂S
  • Molecular Weight 189.03
  • Synonym(s) 2-Bromo-1,3-thiazole-5-carbonitrile
  • SMILES BrC1=NC=C(S1)C#N

Description

2-Bromothiazole-5-carbonitrile features a bromine atom at the 2-position and a nitrile group at the 5-position on a thiazole scaffold. This electron-deficient heterocycle enables direct coupling in cross-coupling reactions, serving as a key building block for pharmaceutical intermediates and functional materials.

Application

2-Bromothiazole-5-carbonitrile serves as a versatile building block in medicinal chemistry, enabling palladium-catalyzed cross-coupling reactions due to its compatible bromine and nitrile functionalities. The molecule exhibits good bench stability and facilitates the construction of thiazole-based heterocycles, commonly found in bioactive scaffolds. Its dual reactive sites allow for sequential functionalization, supporting efficient synthesis of complex intermediates with high regiocontrol.

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   36.68
  • LogP   1.77728
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   0

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