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CS-W001157 4
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1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium tetrafluoroborate

  • CAS No. 282109-83-5

  • Cat. No. CS-0035162
  • Purity≥97%
  • MDL No.MFCD03412153

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

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium tetrafluoroborate|CS-0035162

Structure of 282109-83-5

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General Information

  • CAS No. 282109-83-5
  • Cat. No. CS-0035162
  • Purity ≥97%
  • MDL No. MFCD03412153
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₇H₃₉BF₄N₂
  • Molecular Weight 478.42
  • Synonym(s) Bisdiisopropylphenyldihydroimidazoliumtetrafluoroborate
  • SMILES CC(C)C1=C(N(CC2)C=[N+]2C(C(C(C)C)=CC=C3)=C3C(C)C)C(C(C)C)=CC=C1.FB(F)F.[F-]

Description

This imidazolium salt features two bulky 2,6-diisopropylphenyl groups that confer exceptional steric protection and solubility in organic media. The tetrafluoroborate counterion enhances stability and facilitates anion exchange in catalytic applications. Designed for use in organocatalysis, this bench-stable cation integrates readily into reaction systems requiring a persistent, electron-deficient carbene precursor under mild conditions.

Application

1,3-Bis(2,6-diisopropylphenyl)-4,5-dihydro-1H-imidazol-3-ium tetrafluoroborate serves as a stable, bench-ready N-heterocyclic carbene precursor with enhanced steric bulk from the 2,6-diisopropylphenyl groups. It facilitates transition-metal-catalyzed cross-coupling reactions and functions effectively in palladium- and nickel-mediated transformations, offering high functional group tolerance and ease of handling. The tetrafluoroborate counterion supports solubility and reactivity in common organic solvents.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅱ
Hazard Statements : H314-H332
Precautionary Statements : P260-P261-P264-P271-P280-P301+P330+P331-P304+P340-P363-P405-P501

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Computational Chemistry Data

  • TPSA   6.25
  • LogP   5.2565
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   6

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