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5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine

  • CAS No. 1218790-39-6

  • Cat. No. CS-0091161
  • Purity≥95%
  • MDL No.MFCD11226774

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

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine|CS-0091161

Structure of 1218790-39-6

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General Information

  • CAS No. 1218790-39-6
  • Cat. No. CS-0091161
  • Purity ≥95%
  • MDL No. MFCD11226774
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₂H₁₅BF₃NO₂
  • Molecular Weight 273.06
  • Synonym(s) 2-Trifluoromethylpyridine-5-boronic acid pinacol ester
  • SMILES FC(C1=NC=C(B2OC(C)(C)C(C)(C)O2)C=C1)(F)F

Description

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine features a boronate ester group paired with a strongly electron-withdrawing trifluoromethyl pyridine scaffold. This combination enables efficient Suzuki-Miyaura cross-coupling under mild conditions, offering excellent functional group tolerance and stability during storage and handling.

Application

5-(4,4,5,5-Tetramethyl-1,3,2-dioxaborolan-2-yl)-2-(trifluoromethyl)pyridine serves as a versatile boronate building block for Suzuki-Miyaura cross-coupling reactions. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the sterically protected boronate ester ensures excellent shelf life and functional group tolerance. This reagent facilitates efficient C–C bond formation under mild conditions, enabling rapid access to complex pyridine-based scaffolds in medicinal chemistry and materials science applications.

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-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   31.35
  • LogP   2.3996
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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