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CS-W001157 4
Total: USD 88.00

3-(Iodomethyl)-3-methyloxetane

  • CAS No. 112823-30-0

  • Cat. No. CS-0051679
  • Purity≥97%
  • MDL No.None

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

3-(Iodomethyl)-3-methyloxetane|CS-0051679

Structure of 112823-30-0

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General Information

  • CAS No. 112823-30-0
  • Cat. No. CS-0051679
  • Purity ≥97%
  • MDL No. None
  • Storage 4°C
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₉IO
  • Molecular Weight 212.03
  • Synonym(s) 3-(iodoomethyl)-3-methyloxetane
  • SMILES CC1(CI)COC1

Description

3-(Iodomethyl)-3-methyloxetane is a strained, three-membered cyclic ether bearing a reactive iodomethyl handle. This functionality enables efficient conjugation in bioorthogonal labeling workflows, leveraging the ring strain to drive rapid cycloaddition reactions. The molecule exhibits excellent stability under standard conditions and facilitates site-specific modification in complex biological systems.

Application

3-(Iodomethyl)-3-methyloxetane serves as a versatile electrophilic building block for the site-selective introduction of iodomethyl groups into complex molecular frameworks. Its strained oxetane ring enhances reactivity, enabling efficient functionalization under mild conditions. The molecule functions as a key intermediate in the synthesis of bioactive heterocycles and drug-like scaffolds, offering excellent stability and compatibility with diverse nucleophiles.

Synthesis

  • Route1
    • 3-(Chloromethyl)-3-methyloxetane|CS-0051705
      822-48-0
    • ~%
    • In-stock
      3-(Iodomethyl)-3-methyloxetane|CS-0051679
      112823-30-0

    References

    • WO2013/156423 A1, ; Page/Page column 99; 100 ;
  • Route2
    • 3-Hydroxymethyl-3-methyloxetane p-tosylate|CS-0039221
      99314-44-0
    • ~74%
    • In-stock
      3-(Iodomethyl)-3-methyloxetane|CS-0051679
      112823-30-0

    References

    • Tetrahedron, , vol. 58, # 35 p. 7049 - 7064

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

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Computational Chemistry Data

  • TPSA   9.23
  • LogP   1.4579
  • H_Acceptors   1
  • H_Donors   0
  • Rotatable_Bonds   1

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