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CS-W001157 4
Total: USD 88.00

3-Hydroxyphenylboronic acid pinacol ester

  • CAS No. 214360-76-6

  • Cat. No. CS-W005864
  • Purity≥97%
  • MDL No.MFCD02093755

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

3-Hydroxyphenylboronic acid pinacol ester|CS-W005864

Structure of 214360-76-6

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General Information

  • CAS No. 214360-76-6
  • Cat. No. CS-W005864
  • Purity ≥97%
  • MDL No. MFCD02093755
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₇BO₃
  • Molecular Weight 220.08
  • Synonym(s) None
  • SMILES OC1=CC=CC(B2OC(C)(C)C(C)(C)O2)=C1

Description

This boronate ester features a hydroxylated phenylboronate moiety, offering enhanced stability and solubility in aqueous-organic mixtures. It functions as a key coupling partner in Suzuki-Miyaura reactions, enabling efficient C–C bond formation under mild conditions. The pinacol protection group confers bench-stability and tolerance to moisture, streamlining handling in synthetic workflows.

Application

3-Hydroxyphenylboronic acid pinacol ester serves as a stable, bench-ready boronate building block for Suzuki-Miyaura cross-coupling reactions. Its pinacol ester functionality enhances air and moisture stability while enabling selective activation under mild basic conditions. The ortho-hydroxyl group provides additional coordination potential and facilitates downstream functionalization in heterocyclic synthesis, making it valuable for constructing complex phenolic scaffolds in medicinal chemistry and materials science.

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 : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.69
  • LogP   1.6914
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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