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3-Borono-5-chlorobenzoic acid

  • CAS No. 957061-05-1

  • Cat. No. CS-0174383
  • Purity≥98%
  • MDL No.None

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

3-Borono-5-chlorobenzoic acid|CS-0174383

Structure of 957061-05-1

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General Information

  • CAS No. 957061-05-1
  • Cat. No. CS-0174383
  • Purity ≥98%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₆BClO₄
  • Molecular Weight 200.38
  • Synonym(s) 3-Carboxy-5-chlorophenylboronic acid
  • SMILES OB(O)C1=CC(Cl)=CC(C(O)=O)=C1

Description

3-Borono-5-chlorobenzoic acid features a boronate group flanked by a chloro substituent and carboxylic acid functionality, enabling selective coupling in Suzuki-Miyaura reactions. This electron-deficient arylboronic acid delivers high reactivity under mild conditions, offering precise control in C–C bond formation. The combination of steric and electronic tuning enhances stability and functional group compatibility.

Application

3-Borono-5-chlorobenzoic acid serves as a versatile building block in transition-metal-catalyzed coupling reactions, enabling efficient construction of biaryl and heteroaryl scaffolds. Its boronic acid functionality facilitates Suzuki-Miyaura couplings under mild conditions, while the ortho-chloro and carboxylic acid groups provide orthogonal handles for further functionalization. The compound exhibits good bench stability and is compatible with diverse reaction conditions, making it well-suited for iterative synthesis in medicinal chemistry and materials science applications.

Safety Information

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GHS Pictogram :
GHS No : GHS07,GHS08
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H312-H315-H319-H332-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   77.76
  • LogP   -0.282
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   2

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