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CS-W001157 4
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1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium tetrafluoroborate

  • CAS No. 286014-42-4

  • Cat. No. CS-W009680
  • Purity≥97%
  • MDL No.MFCD04973311

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

1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium tetrafluoroborate|CS-W009680

Structure of 286014-42-4

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General Information

  • CAS No. 286014-42-4
  • Cat. No. CS-W009680
  • Purity ≥97%
  • MDL No. MFCD04973311
  • Storage 4°C, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₂₃H₃₃BF₄N₂
  • Molecular Weight 424.33
  • Synonym(s) 1,3-ditricyclo[3.3.1.13,7]dec-1-yl-1H-imidazol-3-ium tetrafluoroborate
  • SMILES FB(F)F.[C@@H]1(C[C@@H]2C[C@@H](C3)C1)CC3(C2)[N+]4=CN(C=C4)C5(C[C@H]6C7)C[C@@H](C6)C[C@@H]7C5.[F-]

Application

1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium tetrafluoroborate serves as a sterically encumbered, bench-stable N-heterocyclic carbene precursor with enhanced solubility in organic media. Its robust adamantane moieties confer high thermal stability and resistance to decomposition, enabling reliable use in transition-metal-catalyzed cross-coupling reactions. The imidazolium salt facilitates efficient carbene generation under mild conditions and demonstrates broad functional group tolerance, making it well-suited for catalytic transformations requiring precise control and reproducibility in synthetic and process chemistry workflows.

Synthesis

  • Route1
    • null|null
      50-00-0
    • null|null
      131543-46-9
    • In-stock
      Amantadine|CS-W008656
      768-94-5
    • ~87%
    • In-stock
      1,3-Di(adamantan-1-yl)-1H-imidazol-3-ium tetrafluoroborate|CS-W009680
      286014-42-4

    References

    • Chemistry Letters, , vol. 41, # 3 p. 298 - 300

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319-H335
Precautionary Statements : P261-P264-P271-P280-P302+P352-P304+P340-P362+P364-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   8.81
  • LogP   2.51
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   2

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