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1,3-Bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium tetrafluoroborate

  • CAS No. 286014-25-3

  • Cat. No. CS-0085344
  • Purity≥97%
  • MDL No.MFCD04971187

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

1,3-Bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium tetrafluoroborate|CS-0085344

Structure of 286014-25-3

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General Information

  • CAS No. 286014-25-3
  • Cat. No. CS-0085344
  • Purity ≥97%
  • MDL No. MFCD04971187
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₇H₃₇BF₄N₂
  • Molecular Weight 476.40
  • Synonym(s) None
  • SMILES FB(F)F.CC(C)C1=C(N(C=C2)C=[N+]2C(C(C(C)C)=CC=C3)=C3C(C)C)C(C(C)C)=CC=C1.[F-]

Description

This imidazolium salt features two bulky 2,6-diisopropylphenyl groups that confer exceptional steric protection and enhance solubility in organic media. The tetrafluoroborate counterion ensures high stability and facilitates easy handling under standard conditions. Designed for use in catalytic systems requiring robust, electron-deficient cations, this compound integrates readily into transition metal complexes and organocatalytic frameworks where steric bulk prevents unwanted side reactions.

Application

1,3-Bis(2,6-diisopropylphenyl)-1H-imidazol-3-ium tetrafluoroborate serves as a stable, bench-ready N-heterocyclic carbene precursor with enhanced steric protection. Its bulky diisopropylphenyl groups confer high kinetic stability and excellent functional group tolerance, enabling reliable use in palladium-catalyzed cross-coupling reactions and transition metal catalysis. The tetrafluoroborate counterion facilitates easy handling and purification, making it well-suited for reproducible synthesis of complex molecular architectures in industrial and academic R&D settings.

Safety Information

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Hazard Statements : N/A
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Computational Chemistry Data

  • TPSA   8.81
  • LogP   5.1314
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   6

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