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CS-W001157 4
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1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium tetrafluoroborate

  • CAS No. 245679-18-9

  • Cat. No. CS-0035160
  • Purity≥95%
  • MDL No.MFCD02684542

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

1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium tetrafluoroborate|CS-0035160

Structure of 245679-18-9

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General Information

  • CAS No. 245679-18-9
  • Cat. No. CS-0035160
  • Purity ≥95%
  • MDL No. MFCD02684542
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₁H₂₇BF₄N₂
  • Molecular Weight 394.26
  • Synonym(s) SIMes-HBF4
  • SMILES CC(C=C1C)=C(C(C)=C1)N2C=[N+](CC2)C(C(C)=CC(C)=C3)=C3C.FB(F)F.[F-]

Description

This bench-stable imidazolium salt features two mesityl groups at the 1,3-positions, enhancing steric protection and solubility in organic media. The tetrafluoroborate counterion ensures low nucleophilicity and compatibility with catalytic systems. It serves as a robust precatalyst in transition-metal-catalyzed transformations and organocatalysis, offering improved handling over traditional N-heterocyclic carbenes.

Application

1,3-Dimesityl-4,5-dihydro-1H-imidazol-3-ium tetrafluoroborate serves as a stable, bench-friendly N-heterocyclic carbene precursor with enhanced solubility and operational simplicity. It facilitates palladium-catalyzed cross-coupling reactions, enables efficient C–C and C–heteroatom bond formation, and functions reliably in transition metal catalysis under standard reaction conditions.

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   2.61342
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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