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CS-W001157 4
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2-Methoxycarbonylphenylboronic acid, pinacol ester

  • CAS No. 653589-95-8

  • Cat. No. CS-W000957
  • Purity≥98%
  • MDL No.MFCD05663866

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

2-Methoxycarbonylphenylboronic acid, pinacol ester|CS-W000957

Structure of 653589-95-8

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General Information

  • CAS No. 653589-95-8
  • Cat. No. CS-W000957
  • Purity ≥98%
  • MDL No. MFCD05663866
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₉BO₄
  • Molecular Weight 262.11
  • Synonym(s) 2-Methoxycarbonylphenylboronic Acid Pinacol Ester
  • SMILES COC(=O)c1ccccc1B1OC(C(O1)(C)C)(C)C

Description

Methyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate is a bench-stable boronate ester featuring a para-substituted aryl moiety. This compound integrates seamlessly into Suzuki-Miyaura cross-coupling reactions, delivering arylated products with high efficiency under standard conditions. The tetramethylcyclopentadienone core enhances stability and facilitates selective reaction at the boron center.

Application

Methyl 2-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoate serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. The pinacol borane moiety enables efficient C–C bond formation under mild conditions, with excellent functional group tolerance and straightforward purification. This reagent facilitates the construction of biaryl and heteroaryl scaffolds common in medicinal chemistry and materials science, offering high reproducibility in both academic and industrial synthesis 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   44.76
  • LogP   1.7724
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   2

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