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Boronic acid, B-[3-(1-hydroxy-1-methylethyl)phenyl]-

  • CAS No. 955369-43-4

  • Cat. No. CS-0029532
  • Molecule weight180.01
  • Purity≥97%
  • MDL No.MFCD09992906

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

Boronic acid, B-[3-(1-hydroxy-1-methylethyl)phenyl]-|CS-0029532

Structure of 955369-43-4

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General Information

  • CAS No. 955369-43-4
  • Cat. No. CS-0029532
  • Purity ≥97%
  • MDL No. MFCD09992906
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₃BO₃
  • Molecular Weight 180.01
  • Synonym(s) 3-(2-hydroxypropan-2-yl)phenylboronic acid
  • SMILES CC(C1=CC(B(O)O)=CC=C1)(O)C

Description

This boronate moiety features a sterically hindered hydroxyl group adjacent to the phenyl ring, enhancing stability and solubility in aqueous-organic mixtures. The para-hydroxyisopropyl substitution pattern enables efficient Suzuki-Miyaura coupling under mild conditions, delivering high-yielding biaryl architectures with minimal protodeboronation.

Application

(3-(2-Hydroxypropan-2-yl)phenyl)boronic acid serves as a stable, bench-ready arylboronic acid for Suzuki-Miyaura coupling reactions. Its tertiary alcohol group enhances solubility and minimizes protodeboronation, enabling reliable cross-coupling with aryl halides and triflates under standard conditions. The compound functions as a key building block for biaryl scaffolds in medicinal chemistry and materials science, offering predictable reactivity and straightforward purification.

Synthesis

  • Route1

    References

    • US2007/254892 A1, ; Page/Page column 42 ; US 20070254892 A1

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   60.69
  • LogP   -0.4062
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   2

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