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CS-W001157 4
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4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)phenol

  • CAS No. 1243143-45-4

  • Cat. No. CS-W004405
  • Purity≥98%
  • MDL No.MFCD16994250

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

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)phenol|CS-W004405

Structure of 1243143-45-4

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General Information

  • CAS No. 1243143-45-4
  • Cat. No. CS-W004405
  • Purity ≥98%
  • MDL No. MFCD16994250
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₃H₁₆BF₃O₃
  • Molecular Weight 288.07
  • Synonym(s) 4-Hydroxy-3-trifluoromethylphenylboronic acid pinacol ester
  • SMILES OC1=CC=C(C=C1C(F)(F)F)B2OC(C)(C(C)(O2)C)C

Description

This boronate ester features a trifluoromethyl-substituted phenol scaffold, combining enhanced stability with high reactivity in Suzuki-Miyaura cross-coupling. The tetramethylboronate moiety enables efficient palladium-catalyzed transformations under standard conditions, delivering aryl-trifluoromethyl products with minimal decomposition.

Application

4-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)phenol serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the pinacol boronate moiety offers excellent bench stability, ease of handling, and compatibility with diverse reaction conditions. It facilitates efficient construction of biaryl scaffolds in medicinal chemistry and materials science workflows.

Synthesis

  • Route1

    References

    • LEO PHARMA A/S Patent: US2012/129926 A1, 2012 ; Location in patent: Page/Page column 19 ;

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

Quality Control

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Computational Chemistry Data

  • TPSA   38.69
  • LogP   2.7102
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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