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CS-W001157 4
Total: USD 88.00

1-Hexylimidazole

  • CAS No. 33529-01-0

  • Cat. No. CS-0152141
  • Purity≥98%
  • MDL No.MFCD07636719

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

1-Hexylimidazole|CS-0152141

Structure of 33529-01-0

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General Information

  • CAS No. 33529-01-0
  • Cat. No. CS-0152141
  • Purity ≥98%
  • MDL No. MFCD07636719
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₉H₁₆N₂
  • Molecular Weight 152.24
  • Synonym(s) N-Hexylimidazole
  • SMILES CCCCCCN1C=CN=C1

Description

1-Hexylimidazole features a hydrophobic hexyl chain appended to the imidazole core, enhancing solubility in nonpolar media while retaining the nitrogen heterocycle’s strong basicity and coordination capacity. This balance enables effective use as a stabilizing ligand in catalytic systems and a tunable additive in synthetic transformations requiring controlled basicity and lipophilicity.

Application

1-Hexylimidazole serves as a versatile nitrogen heterocycle with enhanced solubility and reduced volatility compared to smaller imidazoles. It functions as a robust ligand in transition metal catalysis, particularly in Pd- and Ni-catalyzed cross-coupling reactions, where its steric and electronic profile promotes catalyst stability and turnover. The alkyl chain improves handling and purification, making it well-suited for bench-scale synthesis and scalable processes.

Synthesis

  • Route1
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • null|null
      111-25-1
    • ~98%
    • In-stock
      1-Hexylimidazole|CS-0152141
      33529-01-0

    References

    • Serpell, Christopher J.; Cookson, James; Thompson, Amber L.; Brown, Christopher M.; Beer, Paul D. Dalton Transactions, 2013 , vol. 42, # 5 p. 1385 - 1393
  • Route2
    • null|null
      111-25-1
    • null|null
      5587-42-8
    • ~91%
    • In-stock
      1-Hexylimidazole|CS-0152141
      33529-01-0

    References

    • THE REGENTS OF THE UNIVERSITY OF COLORADO Patent: US2009/171098 A1, 2009 ; Location in patent: Page/Page column 6 ;
  • Route3
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • null|null
      110-53-2
    • ~%
    • In-stock
      1-Hexylimidazole|CS-0152141
      33529-01-0

    References

    • Loffredo, Carina; Pires, Paulo Augusto R.; Imran, Muhammad; El Seoud, Omar A. Dyes and Pigments, 2013 , vol. 96, # 1 p. 16 - 24,9

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   17.82
  • LogP   2.4634
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   5

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