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CS-W001157 4
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3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid

  • CAS No. 1050423-87-4

  • Cat. No. CS-W000856
  • Purity≥97%
  • MDL No.MFCD12756466

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

3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid|CS-W000856

Structure of 1050423-87-4

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General Information

  • CAS No. 1050423-87-4
  • Cat. No. CS-W000856
  • Purity ≥97%
  • MDL No. MFCD12756466
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₆BFO₄
  • Molecular Weight 266.07
  • Synonym(s) 4-Carboxy-2-fluorophenylboronic acid pinacol ester
  • SMILES Fc1cc(ccc1B1OC(C(O1)(C)C)(C)C)C(=O)O

Description

This boronic acid reagent features a strategically positioned fluorine atom and a tetramethyl-1,3,2-dioxaborolane group, enabling efficient Suzuki-Miyaura coupling under standard conditions. The carboxylic acid functionality provides a handle for further derivatization or conjugation.

Application

3-Fluoro-4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)benzoic acid serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The tetramethylboronate group enables efficient coupling with aryl and heteroaryl halides under mild conditions, while the carboxylic acid functionality provides a handle for derivatization and conjugation. Its bench-stable nature, excellent functional group tolerance, and compatibility with standard reaction protocols make it ideal for constructing complex molecular architectures in medicinal chemistry and materials science applications.

Synthesis

  • Route1

    References

    • Kurach, Pawel; Lulinski, Sergiusz; Serwatowski, Janusz European Journal of Organic Chemistry, 2008 , # 18 p. 3171 - 3178

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+P364-P405-P501

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Computational Chemistry Data

  • TPSA   55.76
  • LogP   1.8231
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   2

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