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CS-W001157 4
Total: USD 88.00

2-Chloro-5-nitrobenzeneboronic acid

  • CAS No. 867333-29-7

  • Cat. No. CS-W003030
  • Purity≥97%
  • MDL No.MFCD03095323

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

2-Chloro-5-nitrobenzeneboronic acid|CS-W003030

Structure of 867333-29-7

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General Information

  • CAS No. 867333-29-7
  • Cat. No. CS-W003030
  • Purity ≥97%
  • MDL No. MFCD03095323
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₅BClNO₄
  • Molecular Weight 201.37
  • Synonym(s) boronic acid, B-(2-chloro-5-nitrophenyl)-; 2-Chloro-5-nitrobenzeneboronic acid
  • SMILES OB(c1cc(ccc1Cl)[N+](=O)[O-])O

Description

2-Chloro-5-nitrobenzeneboronic acid features a boronate group flanked by electron-withdrawing chlorine and nitro substituents, enhancing its reactivity in Suzuki-Miyaura couplings. The para-chloro and meta-nitro arrangement imparts stability under standard conditions while enabling selective functionalization in complex molecular architectures. This compound serves as a key building block for bioactive heterocycles and advanced materials synthesis.

Application

2-Chloro-5-nitrobenzeneboronic acid serves as a versatile building block in transition-metal-catalyzed cross-coupling reactions, enabling efficient C–C bond formation under mild conditions. The ortho-chloro and para-nitro substituents provide orthogonal reactivity for downstream functionalization, while the boronic acid group offers excellent bench stability and compatibility with standard Suzuki-Miyaura coupling protocols. Its predictable regiochemistry and high functional group tolerance make it ideal for constructing complex aryl scaffolds in medicinal chemistry and materials science applications.

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   83.6
  • LogP   -0.072
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   2

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