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1-Iodo-2-(2-methoxyethoxy)ethane

  • CAS No. 104539-21-1

  • Cat. No. CS-0150162
  • Purity≥98%
  • MDL No.MFCD18205837

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

1-Iodo-2-(2-methoxyethoxy)ethane|CS-0150162

Structure of 104539-21-1

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General Information

  • CAS No. 104539-21-1
  • Cat. No. CS-0150162
  • Purity ≥98%
  • MDL No. MFCD18205837
  • Storage 4°C, protect from light
  • Shipping Room temperature in continental US; may vary elsewhere.
  • Molecular Formula C₅H₁₁IO₂
  • Molecular Weight 230.04
  • Synonym(s) MeOCH2CH2OCH2CH2I
  • SMILES COCCOCCI

Description

1-Iodo-2-(2-methoxyethoxy)ethane is a reactive alkylating agent featuring a terminal iodide and a hydrophilic ether chain. This structure enables efficient conjugation in aqueous media while maintaining solubility and stability under standard conditions. The molecule integrates readily into bioconjugation workflows, offering controlled functionalization of nucleophilic targets.

Application

1-Iodo-2-(2-methoxyethoxy)ethane serves as a versatile alkylating agent in synthetic organic chemistry, enabling efficient introduction of the (2-methoxyethoxy)methyl group under mild conditions. Its iodide functionality facilitates rapid nucleophilic substitution reactions with amines, thiols, and carboxylates, while the ether-linked chain enhances solubility and stability in polar solvents. The compound functions reliably in peptide modification, heterocycle synthesis, and functionalization of biomolecules, offering high chemoselectivity and ease of purification by standard chromatographic methods.

Synthesis

  • Route1

    References

    • Doebbelin, Markus; Azcune, Itxaso; Bedu, Melanie; Ruiz De Luzuriaga, Alaitz; Genua, Aratz; Jovanovski, Vasko; Cabanero, German; Odriozola, Ibon Chemistry of Materials, 2012 , vol. 24, # 9 p. 1583 - 1590
  • Route2

    References

    • Arnaud, Alix; Belleney, Joel; Boue, Francois; Bouteiller, Laurent; Carrot, Geraldine; Wintgens, Veronique Angewandte Chemie - International Edition, 2004 , vol. 43, # 13 p. 1718 - 1721

Safety Information

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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   18.46
  • LogP   1.0844
  • H_Acceptors   2
  • H_Donors   0
  • Rotatable_Bonds   5

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