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CS-W001157 4
Total: USD 88.00

3-(4-Boronophenyl)propanoic acid

  • CAS No. 166316-48-9

  • Cat. No. CS-0174548
  • Purity≥98%
  • MDL No.MFCD01318119

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

3-(4-Boronophenyl)propanoic acid|CS-0174548

Structure of 166316-48-9

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General Information

  • CAS No. 166316-48-9
  • Cat. No. CS-0174548
  • Purity ≥98%
  • MDL No. MFCD01318119
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BO₄
  • Molecular Weight 193.99
  • Synonym(s) None
  • SMILES O=C(O)CCC1=CC=C(C=C1)B(O)O

Description

This boronate-functionalized carboxylic acid integrates a phenylboronic acid moiety with a propionic acid side chain, enabling efficient conjugation in Suzuki-Miyaura coupling reactions. The electron-deficient aryl group enhances reactivity, while the carboxylic acid facilitates derivatization and solubility in aqueous and organic media.

Application

3-(4-Boronophenyl)propanoic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds. Its boronate functionality exhibits excellent stability under ambient conditions and compatibility with diverse functional groups, facilitating straightforward purification and integration into complex molecular architectures. The carboxylic acid moiety provides additional handles for derivatization, enhancing its utility in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Zaidlewicz, Marek; Wolan, Andrzej Journal of Organometallic Chemistry, 2002 , vol. 657, # 1-2 p. 129 - 135
  • Route2

    References

    • Zaidlewicz, Marek; Wolan, Andrzej Journal of Organometallic Chemistry, 2002 , vol. 657, # 1-2 p. 129 - 135
  • Route3

    References

    • Journal of Organometallic Chemistry, , vol. 657, # 1-2 p. 129 - 135

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-H319
Precautionary Statements : P264-P270-P280-P330-P501

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Computational Chemistry Data

  • TPSA   77.76
  • LogP   -0.6164
  • H_Acceptors   3
  • H_Donors   3
  • Rotatable_Bonds   4

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