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4-Nitro-5-(trifluoromethyl)-1H-pyrazole

  • CAS No. 1046462-99-0

  • Cat. No. CS-0060155
  • Purity≥97%
  • MDL No.MFCD04971110

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

4-Nitro-5-(trifluoromethyl)-1H-pyrazole|CS-0060155

Structure of 1046462-99-0

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General Information

  • CAS No. 1046462-99-0
  • Cat. No. CS-0060155
  • Purity ≥97%
  • MDL No. MFCD04971110
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₂F₃N₃O₂
  • Molecular Weight 181.07
  • Synonym(s) 4-NITRO-5-TRIFLUOROMETHYL-1H-PYRAZOLE
  • SMILES C1=C(C(=NN1)C(F)(F)F)[N+](=O)[O-]

Description

4-Nitro-5-(trifluoromethyl)-1H-pyrazole features a strongly electron-deficient pyrazole core stabilized by a para-nitro group and a sterically demanding trifluoromethyl substituent. This combination enhances reactivity in transition-metal-catalyzed coupling processes, enabling efficient incorporation into complex heterocyclic architectures under standard conditions.

Application

4-Nitro-5-(trifluoromethyl)-1H-pyrazole serves as a versatile heterocyclic building block in medicinal chemistry, enabling efficient access to nitrogen-rich scaffolds via standard functional group interconversions. The trifluoromethyl group enhances metabolic stability and lipophilicity, while the nitro functionality facilitates reduction to an amine or participation in coupling reactions. Its bench-stable nature and compatibility with diverse transformations make it a practical choice for synthesizing bioactive compounds and advanced intermediates.

Safety Information

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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

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Computational Chemistry Data

  • TPSA   71.82
  • LogP   1.3367
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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