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CS-W001157 4
Total: USD 88.00

5-Chloro-1H-imidazole

  • CAS No. 15965-31-8

  • Cat. No. CS-W018584
  • Purity≥95%
  • MDL No.None

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

5-Chloro-1H-imidazole|CS-W018584

Structure of 15965-31-8

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General Information

  • CAS No. 15965-31-8
  • Cat. No. CS-W018584
  • Purity ≥95%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₃H₃ClN₂
  • Molecular Weight 102.52
  • Synonym(s) 5-CHLOROIMIDAZOLE
  • SMILES C1=C(Cl)[NH]C=N1

Description

5-Chloro-1H-imidazole is a bench-stable, moisture-tolerant heterocycle featuring a chlorine substituent at the 5-position. This electron-deficient imidazole integrates readily into synthetic sequences, serving as a key scaffold for pharmaceutical intermediates and functional materials. The para-chloro group enables selective derivatization under mild conditions.

Application

5-Chloro-1H-imidazole serves as a versatile building block in medicinal chemistry, enabling direct functionalization at the C5 position via palladium-catalyzed cross-coupling reactions. Its stability under standard reaction conditions and compatibility with diverse functional groups make it a practical reagent for constructing imidazole-based scaffolds prevalent in pharmaceuticals and agrochemicals.

Synthesis

  • Route1
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • ~76%
    • In-stock
      5-Chloro-1H-imidazole|CS-W018584
      15965-31-8

    References

    • Singh, Parvinder Pal; Thatikonda, Thanusha; Kumar, K. A. Aravinda; Sawant, Sanghapal D.; Singh, Baldev; Sharma, Amit Kumar; Sharma; Singh, Deepika; Vishwakarma, Ram A. Journal of Organic Chemistry, 2012 , vol. 77, # 13 p. 5823 - 5828
  • Route2

    References

    • Gianotti, Massimo; Corti, Corrado; Fratte, Sonia Delle; Di Fabio, Romano; Leslie, Colin P.; Pavone, Francesca; Piccoli, Laura; Stasi, Luigi; Wigglesworth, Mark J. Bioorganic and Medicinal Chemistry Letters, 2010 , vol. 20, # 17 p. 5069 - 5073
  • Route3
    • Imidazole Ondansetron Impurity|CS-0229601
      288-32-4
    • ~24%
    • In-stock
      5-Chloro-1H-imidazole|CS-W018584
      15965-31-8
    • In-stock
      4,5-Dichloro-1H-imidazole|CS-0074351
      15965-30-7

    References

    • Journal of Organic Chemistry, , vol. 63, # 25 p. 9448 - 9454

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05
Signal Word : Danger
UN#: 3261
Class : 8
Packing Group : Ⅲ
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   28.68
  • LogP   1.0631
  • H_Acceptors   1
  • H_Donors   1
  • Rotatable_Bonds   0

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