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CS-W001157 4
Total: USD 88.00

4,4,5,5-Tetramethyl-2-(2,4,6-trifluorophenyl)-1,3,2-dioxaborolane

  • CAS No. 325143-04-2

  • Cat. No. CS-0177358
  • Purity≥97%
  • MDL No.None

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

4,4,5,5-Tetramethyl-2-(2,4,6-trifluorophenyl)-1,3,2-dioxaborolane|CS-0177358

Structure of 325143-04-2

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General Information

  • CAS No. 325143-04-2
  • Cat. No. CS-0177358
  • Purity ≥97%
  • MDL No. None
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₄BF₃O₂
  • Molecular Weight 258.04
  • Synonym(s) None
  • SMILES FC1=C(B2OC(C)(C)C(C)(C)O2)C(F)=CC(F)=C1

Description

This boronate ester features a sterically shielded tetramethylcyclopentadienone core paired with a 2,4,6-trifluorophenyl group, delivering enhanced stability and reactivity in cross-coupling transformations. The trifluorophenyl moiety imparts favorable electronic properties for efficient palladium-catalyzed coupling under mild conditions. Bench-stable and moisture-tolerant, it streamlines synthetic workflows in medicinal chemistry and materials science.

Application

4,4,5,5-Tetramethyl-2-(2,4,6-trifluorophenyl)-1,3,2-dioxaborolane serves as a stable, bench-ready boron building block for Suzuki-Miyaura cross-coupling reactions. Its trifluorophenyl group imparts enhanced electrophilic character and improved solubility in organic media, facilitating efficient coupling with aryl halides and pseudohalides. The tetramethyl-substituted dioxaborolane core ensures high stability, minimal protodeboronation, and compatibility with diverse reaction conditions, enabling reliable construction of complex biaryl scaffolds in medicinal chemistry and materials synthesis.

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 : H302-H312-H332
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P363-P501

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Computational Chemistry Data

  • TPSA   18.46
  • LogP   2.4031
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   1

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