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CS-W001157 4
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1-(Chloromethyl)-1,4-diazabicyclo[2.2.2]octan-1-ium chloride

  • CAS No. 36273-11-7

  • Cat. No. CS-0043166
  • Purity≥97%
  • MDL No.None

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

1-(Chloromethyl)-1,4-diazabicyclo[2.2.2]octan-1-ium chloride|CS-0043166

Structure of 36273-11-7

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General Information

  • CAS No. 36273-11-7
  • Cat. No. CS-0043166
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₇H₁₄Cl₂N₂
  • Molecular Weight 197.11
  • Synonym(s) 4-Aza-1-azoniabicyclo[2.2.2]octane, 1-(chloromethyl)-, chloride
  • SMILES ClC[N+]1(CC2)CCN2CC1.[Cl-]

Description

This chloromethyl-substituted diazabicyclooctane salt features a reactive electrophilic handle ideal for nucleophilic displacement reactions. The quaternary nitrogen center imparts high solubility in polar solvents and enhances reactivity in synthetic transformations. Designed for efficient functionalization in medicinal chemistry and polymer conjugation workflows.

Application

1-(Chloromethyl)-1,4-diazabicyclo[2.2.2]octan-1-ium chloride serves as a versatile alkylating agent in synthetic organic chemistry, enabling efficient functionalization of nucleophiles under mild conditions. Its quaternary ammonium structure provides excellent stability and solubility in polar solvents, facilitating clean reactions with amines, thiols, and enolates. The chloride counterion enhances reactivity while maintaining bench stability, making it ideal for constructing nitrogen-containing heterocycles and bioactive scaffolds in medicinal chemistry workflows.

Synthesis

  • Route1
    • 1,4-Diazabicyclo[2.2.2]octane,97%|CS-0888184
      280-57-9
    • null|null
      75-09-2
    • ~80%
    • In-stock
      1-(Chloromethyl)-1,4-diazabicyclo[2.2.2]octan-1-ium chloride|CS-0043166
      36273-11-7

    References

    • Journal of Fluorine Chemistry, , vol. 81, # 1 p. 43 - 50
  • Route2
    • 1,4-Diazabicyclo[2.2.2]octane,97%|CS-0888184
      280-57-9
    • null|null
      75-09-2
    • ~%
    • In-stock
      1-(Chloromethyl)-1,4-diazabicyclo[2.2.2]octan-1-ium chloride|CS-0043166
      36273-11-7
    • null|null
      104303-92-6

    References

    • Tetrahedron, , vol. 42, # 2 p. 601 - 608

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   3.24
  • LogP   -2.6673
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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