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CS-W001157 4
Total: USD 88.00

2-(Trifluoromethyl)-1H-benzo[d]imidazole

  • CAS No. 312-73-2

  • Cat. No. CS-W023169
  • Purity≥98%
  • MDL No.MFCD00022675

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

2-(Trifluoromethyl)-1H-benzo[d]imidazole|CS-W023169

Structure of 312-73-2

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General Information

  • CAS No. 312-73-2
  • Cat. No. CS-W023169
  • Purity ≥98%
  • MDL No. MFCD00022675
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₅F₃N₂
  • Molecular Weight 186.13
  • Synonym(s) 2-(Trifluoromethyl)-1H-benzimidazole; 2-(Trifluoromethyl)benzimidazole; NSC 512765; NSC 97013; 3-TRIFLUOROMETHYL BENZIMIDAZOLE
  • SMILES FC(C1=NC2=CC=CC=C2N1)(F)F

Description

2-(Trifluoromethyl)-1H-benzo[d]imidazole features a trifluoromethyl group at the 2-position, conferring enhanced electron-withdrawing character and metabolic stability. This aromatic heterocycle integrates readily into bioactive scaffolds, offering improved lipophilicity and membrane permeability for medicinal chemistry applications.

Application

2-(Trifluoromethyl)-1H-benzo[d]imidazole serves as a versatile heterocyclic building block in medicinal chemistry, offering enhanced metabolic stability and lipophilicity due to the trifluoromethyl group. It functions as a key scaffold in the synthesis of bioactive molecules, particularly in kinase inhibitors and CNS-targeted compounds. The compound exhibits good bench stability, moderate solubility, and compatibility with standard coupling reactions, enabling efficient functionalization at multiple sites for downstream derivatization.

Synthesis

  • Route1
    • null|null
      95-54-5
    • null|null
      76-05-1
    • ~97%
    • In-stock
      2-(Trifluoromethyl)-1H-benzo[d]imidazole|CS-W023169
      312-73-2

    References

    • Rene, Olivier; Souverneva, Alexandra; Magnuson, Steven R.; Fauber, Benjamin P. Tetrahedron Letters, 2013 , vol. 54, # 3 p. 201 - 204
  • Route2
    • 2,2,2-Trifluoro-N-(2-nitrophenyl)acetamide|CS-0606361
      2727-72-2
    • ~87%
    • In-stock
      2-(Trifluoromethyl)-1H-benzo[d]imidazole|CS-W023169
      312-73-2

    References

    • Fonseca, Tatiana; Gigante, Barbara; Gilchrist, Thomas L Tetrahedron, 2001 , vol. 57, # 9 p. 1793 - 1799
  • Route3
    • null|null
      58911-32-3
    • null|null
      95-54-5
    • ~99%
    • In-stock
      2-(Trifluoromethyl)-1H-benzo[d]imidazole|CS-W023169
      312-73-2

    References

    • Eltoum, Ahmed O. A.; O'Reilly, Neil J.; Tipping, Anthony E. Journal of Fluorine Chemistry, 1993 , vol. 65, # 1-2 p. 157 - 164

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H302-H315-H319-H335
Precautionary Statements : P261-P264-P270-P271-P280-P302+P352-P304+P340-P305+P351+P338-P330-P362+P364-P403+P233-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   28.68
  • LogP   2.5817
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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