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1,3-Bis(2,4,6-trimethylphenyl)imidazolium tetrafluoroborate

  • CAS No. 286014-53-7

  • Cat. No. CS-0085357
  • Purity≥98%
  • MDL No.None

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

1,3-Bis(2,4,6-trimethylphenyl)imidazolium tetrafluoroborate|CS-0085357

Structure of 286014-53-7

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General Information

  • CAS No. 286014-53-7
  • Cat. No. CS-0085357
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₅BF₄N₂
  • Molecular Weight 392.24
  • Synonym(s) 1,3-Dimesityl-1H-imidazol-3-ium tetrafluoroborate
  • SMILES FB(F)F.CC1=CC(C)=C([N+]2=CN(C=C2)C(C(C)=CC(C)=C3)=C3C)C(C)=C1.[F-]

Description

This imidazolium salt features two sterically shielded 2,4,6-trimethylphenyl groups flanking the imidazolium core, enhancing stability and solubility in organic media. The tetrafluoroborate counterion ensures low nucleophilicity, enabling its use in catalytic systems requiring minimal anion interference. Designed for robust performance under standard bench conditions.

Application

1,3-Bis(2,4,6-trimethylphenyl)imidazolium tetrafluoroborate serves as a stable, bench-ready N-heterocyclic carbene (NHC) precursor with enhanced steric bulk from ortho-methyl groups. It facilitates palladium-catalyzed cross-coupling reactions and enables efficient formation of transition-metal complexes under mild conditions. The tetrafluoroborate counterion ensures good solubility and ease of handling, making it suitable for reproducible synthetic workflows in organic synthesis and catalysis.

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   8.81
  • LogP   2.48832
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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