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CS-W001157 4
Total: USD 88.00

1,1'-Dimethyl-1H,1'H-2,2'-biimidazole

  • CAS No. 37570-94-8

  • Cat. No. CS-0530294
  • Purity≥98%
  • MDL No.None

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

1,1'-Dimethyl-1H,1'H-2,2'-biimidazole|CS-0530294

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General Information

  • CAS No. 37570-94-8
  • Cat. No. CS-0530294
  • Purity ≥98%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₀N₄
  • Molecular Weight 162.19
  • Synonym(s) 1-methyl-2-(1-methylimidazol-2-yl)imidazole
  • SMILES CN1C=CN=C1C2=NC=CN2C

Description

1,1'-Dimethyl-1H,1'H-2,2'-biimidazole features a rigid, electron-rich biimidazole core with methyl groups at the 1- and 1'-positions, enhancing solubility and steric protection. This stable scaffold serves as a robust ligand in transition metal catalysis and functional materials synthesis.

Application

1,1'-Dimethyl-1H,1'H-2,2'-biimidazole serves as a robust heterocyclic scaffold in synthetic organic chemistry, enabling efficient construction of biologically relevant imidazole-based frameworks. Its dual imidazole units exhibit excellent bench stability and tolerate diverse functional groups, facilitating coupling reactions and transition metal-catalyzed transformations. The molecule functions effectively as a ligand in catalytic systems and provides a versatile building block for medicinal chemistry applications requiring rigid, polarizable aromatic cores.

Synthesis

  • Route1
    • In-stock
      1H,1'H-2,2'-Biimidazole|CS-W021324
      492-98-8
    • null|null
      80-48-8
    • ~84%
    • In-stock
      1,1'-Dimethyl-1H,1'H-2,2'-biimidazole|CS-0530294
      37570-94-8

    References

    • ROCHE DIAGNOSTICS GMBH; F.HOFFMANN-LA ROCHE AG Patent: WO2005/26178 A2, 2005 ; Location in patent: Page/Page column 77-78; Sheet 31 ;
  • Route2

    References

    • Zhu, Mingwen; Fujita, Ken-Ichi; Yamaguchi, Ryohei Chemical Communications, 2011 , vol. 47, # 48 p. 12876 - 12878
  • Route3

    References

    • Park, Soon Bong; Alper, Howard Organic Letters, 2003 , vol. 5, # 18 p. 3209 - 3212

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS07
Signal Word : Warning
UN#: N/A
Class : N/A
Packing Group : N/A
Hazard Statements : H315-H319
Precautionary Statements : P264-P280-P302+P352-P362

Quality Control

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Computational Chemistry Data

  • TPSA   35.64
  • LogP   0.8206
  • H_Acceptors   4
  • H_Donors   0
  • Rotatable_Bonds   1

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