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1,3-Bis((R)-1-phenylethyl)-1H-imidazol-3-ium tetrafluoroborate

  • CAS No. 569658-93-1

  • Cat. No. CS-0569822
  • Purity≥98%
  • MDL No.None

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

1,3-Bis((R)-1-phenylethyl)-1H-imidazol-3-ium tetrafluoroborate|CS-0569822

Structure of 569658-93-1

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General Information

  • CAS No. 569658-93-1
  • Cat. No. CS-0569822
  • Purity ≥98%
  • MDL No. None
  • Storage RT, protect from light, stored under nitrogen
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₉H₂₁BF₄N₂
  • Molecular Weight 364.19
  • Synonym(s) 1,3-Bis((R)-1-phenylethyl)-1H-imidazol 3-ium tetrafluoroborate
  • SMILES [B-](F)(F)(F)F.C[C@H](C1=CC=CC=C1)N2C=C[N+](=C2)[C@H](C)C3=CC=CC=C3

Description

This chiral imidazolium salt features two (R)-1-phenylethyl groups flanking the imidazolium core, delivering a rigid, electron-deficient cationic center. The tetrafluoroborate counterion ensures high solubility in polar solvents and facilitates clean ion exchange. This bench-stable, moisture-tolerant reagent enables asymmetric catalysis and stabilizes reactive intermediates in transition-metal-free transformations.

Application

1,3-Bis((R)-1-phenylethyl)-1H-imidazol-3-ium tetrafluoroborate serves as a chiral imidazolium salt enabling asymmetric catalysis in C–H functionalization and cross-coupling reactions. Its bench-stable, crystalline form facilitates handling and purification, while the rigid chiral environment provides high enantioselectivity in established transformations. Functions effectively as a precatalyst or additive in transition-metal-catalyzed processes requiring stereocontrol.

Safety Information

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GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 1759
Class : 8
Packing Group : Ⅲ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P330-P363-P405-P501

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Computational Chemistry Data

  • TPSA   8.81
  • LogP   5.2942
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   4

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