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CS-W001157 4
Total: USD 88.00

1-Ethyl-1-methyl-4-oxopiperidin-1-ium iodide

  • CAS No. 77542-18-8

  • Cat. No. CS-0029582
  • Purity≥95%
  • MDL No.MFCD16620306

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

1-Ethyl-1-methyl-4-oxopiperidin-1-ium iodide|CS-0029582

Structure of 77542-18-8

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General Information

  • CAS No. 77542-18-8
  • Cat. No. CS-0029582
  • Purity ≥95%
  • MDL No. MFCD16620306
  • Storage Store at room temperature, keep dry and cool
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₈H₁₆INO
  • Molecular Weight 269.12
  • Synonym(s) N-Ethyl-N-methyl-4-piperidonium iodide; N-Methyl-N-ethyl-4-oxopiperidinium iodide; PiperidiniuM, 1-ethyl-1-Methyl-4-oxo-, iodide (1
  • SMILES O=C1CC[N+](C)(CC)CC1.[I-]

Description

1-Ethyl-1-methyl-4-oxopiperidin-1-ium iodide is a stable, bench-ready quaternary ammonium salt featuring a cyclic amine core with enhanced solubility in polar solvents. The piperidinium cation bears both ethyl and methyl substituents that modulate electronic distribution and steric profile. This structure facilitates efficient alkylation reactions and serves as a robust synthetic intermediate in medicinal chemistry.

Application

1-Ethyl-1-methyl-4-oxopiperidin-1-ium iodide serves as a versatile quaternary ammonium salt that functions as a stable, bench-ready electrophile in nucleophilic substitution reactions. Its cyclic structure provides enhanced rigidity and predictable reactivity, enabling efficient C–N bond formation under mild conditions. The compound exhibits good solubility in polar solvents and tolerance to common functional groups, facilitating its use in the synthesis of complex heterocycles and pharmaceutical intermediates.

Synthesis

  • Route1
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      3612-18-8
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      74-88-4
    • ~96%
    • In-stock
      1-Ethyl-1-methyl-4-oxopiperidin-1-ium iodide|CS-0029582
      77542-18-8

    References

    • SRI INTERNATIONAL Patent: WO2005/60947 A2, 2005 ; Location in patent: Page/Page column 42 ; WO 2005/060947 A2
  • Route2
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      1445-73-4
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      75-03-6
    • ~80%
    • In-stock
      1-Ethyl-1-methyl-4-oxopiperidin-1-ium iodide|CS-0029582
      77542-18-8

    References

    • Crawford, Jason B.; Chen, Gang; Carpenter, Bryon; Wilson, Trevor; Ji, Jenny; Skerlj, Renato T.; Bridger, Gary J. Organic Process Research and Development, 2012 , vol. 16, # 1 p. 109 - 116
  • Route3
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      99329-51-8
    • ~%
    • In-stock
      1-Ethyl-1-methyl-4-oxopiperidin-1-ium iodide|CS-0029582
      77542-18-8

    References

    • Cardwell; McQuillin Journal of the Chemical Society, 1949 , p. 708,712

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   17.07
  • LogP   -2.1802
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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