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Potassium trifluoro((2-(trimethylsilyl)ethoxy)methyl)borate

  • CAS No. 1027642-28-9

  • Cat. No. CS-0146668
  • Purity≥97%
  • MDL No.MFCD11505930

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

Potassium trifluoro((2-(trimethylsilyl)ethoxy)methyl)borate|CS-0146668

Structure of 1027642-28-9

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General Information

  • CAS No. 1027642-28-9
  • Cat. No. CS-0146668
  • Purity ≥97%
  • MDL No. MFCD11505930
  • Storage 4°C, sealed storage, away from moisture
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₆H₁₅BF₃KOSi
  • Molecular Weight 238.17
  • Synonym(s) Potassium (2-trimethylsilyl)-ethoxymethyl trifluoroborate
  • SMILES F[B-](COCC[Si](C)(C)C)(F)F.[K+]

Description

Potassium trifluoro((2-(trimethylsilyl)ethoxy)methyl)borate offers a stable, moisture-tolerant boron source for cross-coupling reactions. The silyl-protected ether moiety enhances shelf life and solubility in organic solvents. This reagent integrates seamlessly into palladium-catalyzed transformations, enabling efficient C–C bond formation under mild conditions.

Application

Potassium trifluoro((2-(trimethylsilyl)ethoxy)methyl)borate serves as a stable, bench-friendly boron source for Suzuki-Miyaura cross-coupling reactions. It enables efficient C–C bond formation with aryl and vinyl halides under mild conditions, offering excellent functional group tolerance and compatibility with sensitive substrates. The trimethylsilyl-protected alkoxy group enhances stability and simplifies purification, making it well-suited for iterative synthesis and scalable processes in medicinal chemistry workflows.

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-P330-P362+P364-P405-P501

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   -0.2682
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   5

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