Name: 2-(2-(2-Iodoethoxy)ethoxy)ethanol
Molecular Formula: C6H13IO3
CAS#: 62573-16-4
SMILES: ICCOCCOCCO
MDL#: MFCD20130554
Catalog#: AMTGC952-IE21
Molecular weight: 260.07 g/mol
Other names:
- Triethylene glycol monoiodide
- Iodo-PEG3-alcohol
- PEG3 iodo alcohol
- 2-(2-(2-Iodoethoxy)ethoxy)ethan-1-ol
Fields of Interest: bioconjugation, materials science, and specialty chemical synthesis
Background
2-(2-(2-Iodoethoxy)ethoxy)ethanol is a heterobifunctional halide-functionalized PEG derivative based on a PEG3 backbone, featuring a terminal iodide leaving group and a primary alcohol at the opposite end. The polyethylene glycol spacer provides hydrophilicity, flexibility, and compatibility with aqueous and organic environments while offering moderate linker length for spatial control. The terminal iodide is a highly effective leaving group that readily undergoes nucleophilic substitution reactions with amines, thiols, azides, alkoxides, and related nucleophiles, while the hydroxyl group enables further derivatization through esterification, ether formation, or activation chemistry. This dual-functional molecule serves as a versatile intermediate within a comprehensive portfolio of functionalized PEGs designed for modular and controlled molecular assembly.
Applications
2-(2-(2-Iodoethoxy)ethoxy)ethanol is commonly used in bioconjugation, materials science, and specialty chemical synthesis applications where orthogonal functionality and efficient substitution chemistry are required. Typical uses include preparation of azido-PEG derivatives through iodide displacement, synthesis of multifunctional PEG linkers, surface and nanoparticle modification, and incorporation of PEG chains into polymers or small molecules. The combination of a reactive iodide handle and a synthetically versatile hydroxyl group enables flexible, stepwise conjugation strategies and straightforward access to a wide range of PEG-functionalized intermediates. As part of a robust functionalized PEG product line, this PEG3 iodo alcohol supports modular design strategies in pharmaceutical research, diagnostics, biomaterials development, and advanced materials synthesis.
Appearance: Orange liquid
Purity: 99%
Storage: Room Temp
Solubility: Dichloromethane, Chloroform, Methanol
Literature:
- European Journal of Organic Chemistry, 2004, # 4, p. 770 – 775
- Chemical Communications, 2019, vol. 55, # 82, p. 12348 – 12351