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(2-Chlorothiazol-5-yl)boronic acid

  • CAS No. 2377607-88-8

  • Cat. No. CS-0162495
  • Molecule weight163.39
  • Purity≥95%
  • MDL No.None

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

(2-Chlorothiazol-5-yl)boronic acid|CS-0162495

Structure of 2377607-88-8

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General Information

  • CAS No. 2377607-88-8
  • Cat. No. CS-0162495
  • Purity ≥95%
  • MDL No. None
  • Storage -20°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₃BClNO₂S
  • Molecular Weight 163.39
  • Synonym(s) (2-Chloro-1,3-thiazol-5-yl)boronic acid
  • SMILES ClC1=NC=C(B(O)O)S1

Description

This boronate moiety features a chlorinated thiazole ring, enhancing electronic modulation and stability. It integrates efficiently into Suzuki-Miyaura coupling reactions under standard conditions, delivering robust yields with minimal protodeboronation. The electron-deficient heterocycle enables selective functionalization in complex synthesis workflows.

Application

(2-Chlorothiazol-5-yl)boronic acid serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient access to functionalized thiazole scaffolds. Its boronic acid group facilitates Suzuki-Miyaura coupling under mild conditions, while the 2-chloro substituent offers orthogonal reactivity for further derivatization. The compound exhibits good bench stability and is compatible with diverse functional groups, making it well-suited for medicinal chemistry and process development workflows.

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   53.35
  • LogP   -0.5237
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   1

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