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CS-W001157 4
Total: USD 88.00

2,4,6-Trichlorophenylboronic acid

  • CAS No. 73852-18-3

  • Cat. No. CS-W014215
  • Molecule weightNone
  • Purity≥96%
  • MDL No.MFCD01074621

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

2,4,6-Trichlorophenylboronic acid|CS-W014215

Structure of 73852-18-3

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General Information

  • CAS No. 73852-18-3
  • Cat. No. CS-W014215
  • Purity ≥96%
  • MDL No. MFCD01074621
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₄BCl₃O₂
  • Molecular Weight None
  • Synonym(s) 2,4,6-Trichlorobenzeneboronic Acid (contains varying amounts of Anhydride)
  • SMILES OB(O)C1=C(Cl)C=C(Cl)C=C1Cl

Description

2,4,6-Trichlorophenylboronic acid features a boronic acid group flanked by three chlorine atoms at the 2, 4, and 6 positions of the phenyl ring. This electron-deficient arylboronic acid exhibits enhanced stability and reactivity in Suzuki-Miyaura coupling reactions, enabling efficient C–C bond formation under mild conditions. The trichloro substitution improves solubility in organic solvents and facilitates handling in synthetic workflows.

Application

2,4,6-Trichlorophenylboronic acid serves as a stable, bench-ready building block for Suzuki-Miyaura cross-coupling reactions. Its electron-deficient aryl boronic acid functionality enables efficient coupling with diverse halides and pseudohalides under mild conditions. The three ortho-chlorine substituents enhance reactivity while maintaining compatibility with common protecting groups and functional group tolerances. This compound facilitates rapid access to substituted biaryls and complex heterocyclic scaffolds in medicinal chemistry and materials synthesis.

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   40.46
  • LogP   1.3266
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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