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3,3',5,5'-Tetramethyl-1H,1'H-4,4'-bipyrazole

  • CAS No. 4054-67-5

  • Cat. No. CS-0110813
  • Purity≥97%
  • MDL No.MFCD00464842

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

3,3',5,5'-Tetramethyl-1H,1'H-4,4'-bipyrazole|CS-0110813

Structure of 4054-67-5

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General Information

  • CAS No. 4054-67-5
  • Cat. No. CS-0110813
  • Purity ≥97%
  • MDL No. MFCD00464842
  • Storage Store at room temperature
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₁₀H₁₄N₄
  • Molecular Weight 190.25
  • Synonym(s) 4-(3,5-Dimethyl-1H-pyrazol-4-yl)-3,5-dimethyl-1H-pyrazole
  • SMILES N=1NC(=C(C1C)C=2C(=NNC2C)C)C

Description

3,3',5,5'-Tetramethyl-1H,1'H-4,4'-bipyrazole features a rigid, electron-rich bipyrazole core with methyl groups at the 3 and 5 positions on each ring, enhancing steric protection and solubility. This configuration promotes stability under standard conditions while enabling reliable coordination in metal-ligand frameworks. The molecule integrates readily into functional architectures requiring robust, planar binding sites.

Application

3,3',5,5'-Tetramethyl-1H,1'H-4,4'-bipyrazole serves as a robust, bench-stable bipyrazole scaffold for ligand design and heterocyclic synthesis. Its methyl-substituted pyrazole rings enhance solubility and stability while enabling efficient coordination to transition metals in catalytic systems. The molecule facilitates modular assembly of functionalized heterocycles and functions effectively in Pd-catalyzed cross-coupling reactions due to its defined electronic profile and resistance to decomposition under standard reaction conditions.

Synthesis

  • Route1

    References

    • Ponomarova, Vira V.; Komarchuk, Vasiliy V.; Boldog, Ishtvan; Krautscheid, Harald; Domasevitch, Konstantin V. CrystEngComm, 2013 , vol. 15, # 41 p. 8280 - 8287

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

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Computational Chemistry Data

  • TPSA   57.36
  • LogP   2.03348
  • H_Acceptors   2
  • H_Donors   2
  • Rotatable_Bonds   1

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