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CS-W001157 4
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4-Chloro-3-nitro-1h-pyrazole

  • CAS No. 400752-98-9

  • Cat. No. CS-0217533
  • Purity≥98%
  • MDL No.None

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

4-Chloro-3-nitro-1h-pyrazole|CS-0217533

Structure of 400752-98-9

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General Information

  • CAS No. 400752-98-9
  • Cat. No. CS-0217533
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₂ClN₃O₂
  • Molecular Weight 147.52
  • Synonym(s) 1H-Pyrazole,4-chloro-3-nitro-(9CI)
  • SMILES C1=C(C(=NN1)[N+](=O)[O-])Cl

Description

4-Chloro-3-nitro-1H-pyrazole features a fused heterocyclic core with complementary electron-withdrawing groups: a chlorine atom at C4 and a nitro group at C3. This arrangement imparts high reactivity in cross-coupling and nucleophilic substitution processes, enabling efficient integration into complex molecular architectures. The compound exhibits bench-stable handling under standard conditions.

Application

4-Chloro-3-nitro-1H-pyrazole serves as a versatile building block in medicinal chemistry, enabling efficient access to functionalized heterocycles via palladium-catalyzed cross-coupling and nucleophilic substitution reactions. Its orthogonal reactivity—combining a latent electrophilic chlorine with a strongly electron-withdrawing nitro group—facilitates selective transformations under mild conditions. The compound exhibits excellent bench stability and is compatible with common purification methods, making it well-suited for iterative synthesis campaigns and API intermediate development.

Safety Information

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GHS Pictogram :
GHS No : GHS06
Signal Word : Danger
UN#: 2811
Class : 6.1
Packing Group : Ⅲ
Hazard Statements : H301+H311-H330
Precautionary Statements : P260-P264-P270-P271-P280-P284-P302+P352-P304+P340-P330-P361+P364-P405-P501

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Computational Chemistry Data

  • TPSA   71.82
  • LogP   0.9713
  • H_Acceptors   3
  • H_Donors   1
  • Rotatable_Bonds   1

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