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CS-W001157 4
Total: USD 88.00

4-(Ethoxycarbonyl)phenylboronic acid

  • CAS No. 4334-88-7

  • Cat. No. CS-W000930
  • Purity≥98%
  • MDL No.MFCD02179441

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

4-(Ethoxycarbonyl)phenylboronic acid|CS-W000930

Structure of 4334-88-7

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General Information

  • CAS No. 4334-88-7
  • Cat. No. CS-W000930
  • Purity ≥98%
  • MDL No. MFCD02179441
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₁BO₄
  • Molecular Weight 193.99
  • Synonym(s) Ethyl 4-Boronobenzoat
  • SMILES CCOC(=O)c1ccc(cc1)B(O)O

Description

Reactant involved in:Oxidative hydroxylation for the preparation of phenolsHomolytic aromatic substitutionCross-coupling with -bromocarbonyl compoundsSuzuki-coupling reaction with quinoline carboxylatesTrifluoromethylationCarbometalation of ynamides

Application

4-(Ethoxycarbonyl)phenylboronic acid serves as a versatile building block in Suzuki-Miyaura cross-coupling reactions, enabling efficient construction of biaryl scaffolds with high functional group tolerance. The ethoxycarbonyl group provides stability and facilitates downstream derivatization, while the boronic acid moiety ensures reliable reactivity under mild conditions. Its bench-stable solid form simplifies handling and purification, making it ideal for iterative synthesis in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Davison, Joshua Zwick; Jones, Winton Dennis; Zarrinmayeh, Hamideh; Zimmerman, Dennis Michael Patent: US2003/225266 A1, 2003 ; Location in patent: Page 25 ;
  • Route2
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      7664-93-9
    • In-stock
      4-Boronobenzoic acid|CS-W019665
      14047-29-1
    • ~%
    • In-stock
      4-(Ethoxycarbonyl)phenylboronic acid|CS-W000930
      4334-88-7

    References

    • NeuroSearch A/S Patent: US6696475 B2, 2004 ;
  • Route3

    References

    • Li, Wenjie; Nelson, Dorian P.; Jensen, Mark S.; Hoerrner, R. Scott; Cai, Dongwei; Larsen, Robert D.; Reider, Paul J. Journal of Organic Chemistry, 2002 , vol. 67, # 15 p. 5394 - 5397

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   66.76
  • LogP   -0.4569
  • H_Acceptors   4
  • H_Donors   2
  • Rotatable_Bonds   3

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