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CS-W001157 4
Total: USD 88.00

Benzo[b]furan-5-boronic acid, pinacol ester

  • CAS No. 519054-55-8

  • Cat. No. CS-W003183
  • Purity≥97%
  • MDL No.MFCD04115374

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

Benzo[b]furan-5-boronic acid, pinacol ester|CS-W003183

Structure of 519054-55-8

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General Information

  • CAS No. 519054-55-8
  • Cat. No. CS-W003183
  • Purity ≥97%
  • MDL No. MFCD04115374
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₄H₁₇BO₃
  • Molecular Weight 244.09
  • Synonym(s) Benzofuran-5-boronic Acid Pinacol Ester
  • SMILES CC1(C)OB(OC1(C)C)c1ccc2c(c1)cco2

Description

This boronate ester integrates a benzofuran-5-yl moiety with a tetramethyl-substituted dioxaborolane ring, delivering enhanced stability and compatibility in Suzuki-Miyaura cross-coupling reactions. The electron-rich aromatic system facilitates efficient palladium-catalyzed bond formation under standard conditions, enabling rapid access to biaryl architectures.

Application

2-(Benzofuran-5-yl)-4,4,5,5-tetramethyl-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its tetramethyl-substituted dioxaborolane moiety enhances air and moisture stability while enabling efficient coupling with aryl halides and triflates. The benzofuran scaffold provides a rigid, electron-rich heterocyclic core useful in medicinal chemistry and materials science applications.

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   31.6
  • LogP   2.732
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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