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CS-W001157 4
Total: USD 88.00

3-(Chloromethyl)-5-methyl-1,2,4-oxadiazole

  • CAS No. 1192-80-9

  • Cat. No. CS-0075702
  • Purity≥97%
  • MDL No.None

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

3-(Chloromethyl)-5-methyl-1,2,4-oxadiazole|CS-0075702

Structure of 1192-80-9

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General Information

  • CAS No. 1192-80-9
  • Cat. No. CS-0075702
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₄H₅ClN₂O
  • Molecular Weight 132.55
  • Synonym(s) 3-Chloromethyl-5-methyl-[1,2,4]oxadiazole
  • SMILES ClCC1=NOC(C)=N1

Description

This oxadiazole derivative features a chloromethyl group enabling direct functionalization in synthetic workflows. The methyl substituent enhances stability and modulates reactivity, while the heterocyclic core provides a rigid, electron-deficient scaffold. Ideal for coupling reactions and bioconjugation under standard conditions.

Application

3-(Chloromethyl)-5-methyl-1,2,4-oxadiazole serves as a versatile synthetic building block for the introduction of electrophilic chloromethyl groups under mild conditions. Its reactivity enables efficient functionalization in nucleophilic substitution reactions, facilitating the construction of complex heterocyclic architectures. The molecule exhibits good bench stability and compatibility with diverse functional groups, making it valuable for medicinal chemistry campaigns and process-scale synthesis where selective C–C or C–N bond formation is required.

Synthesis

  • Route1
    • null|null
      108-24-7
    • 2-Chloro-N-hydroxyacetimidamide|CS-0368582
      3272-96-6
    • ~22%
    • In-stock
      3-(Chloromethyl)-5-methyl-1,2,4-oxadiazole|CS-0075702
      1192-80-9

    References

    • ASTRAZENECA AB; NPS PHARMACEUTICALS, INC. Patent: WO2004/14902 A2, 2004 ; Location in patent: Page 43 ; WO 2004/014902 A2
  • Route2
    • 2-Chloro-N-hydroxyacetimidamide|CS-0368582
      3272-96-6
    • ~%
    • In-stock
      3-(Chloromethyl)-5-methyl-1,2,4-oxadiazole|CS-0075702
      1192-80-9

    References

    • US5428047 A1, ;

Safety Information

Download SDS
GHS Pictogram :
GHS No : GHS05,GHS07
Signal Word : Danger
UN#: 3265
Class : 8
Packing Group : Ⅱ
Hazard Statements : H302-H314
Precautionary Statements : P260-P264-P270-P280-P301+P330+P331-P304+P340-P363-P405-P501

Quality Control

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Computational Chemistry Data

  • TPSA   38.92
  • LogP   1.11682
  • H_Acceptors   3
  • H_Donors   0
  • Rotatable_Bonds   1

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