Name: 2-(2-Azidoethoxy)ethanol
Molecular Formula: C4H9N3O2
CAS#: 139115-90-5
SMILES: OCCOCCN=[N+]=[N-]
MDL#: MFCD14652858
Catalog#: AMTGC484-AZ19
Molecular weight: 131.13 g/mol
Other names:
- Azido-PEG2-alcohol
- 2-(2-AZIDOETHOXY)ETHAN-1-OL
- Azido-PEG1-alcohol
- PEG1 azido alcohol
Fields of Interest: click chemistry, bioconjugation, materials science, and surface modification. click-based attachment of PEG chains to small molecules, polymers, nanoparticles, or surfaces
Background & Applications:
Background
2-(2-Azidoethoxy)ethanol is a monofunctional azide-functionalized PEG derivative based on a PEG1 backbone, featuring a terminal azide group and a primary alcohol at the opposite end. The ether-containing spacer provides hydrophilicity, flexibility, and compatibility with aqueous and organic environments while maintaining a compact linker structure. The azide functionality enables efficient bioorthogonal click chemistry, including copper-catalyzed azide–alkyne cycloaddition (CuAAC) and strain-promoted azide–alkyne cycloaddition, while the hydroxyl group allows additional derivatization through esterification, ether formation, or activation to a leaving group. This heterobifunctional molecule serves as a versatile intermediate within a comprehensive portfolio of functionalized PEGs designed for controlled and modular molecular assembly.
Applications
2-(2-Azidoethoxy)ethanol is commonly used in bioconjugation, materials science, and surface modification applications where compact PEG spacing and orthogonal reactivity are required. Typical uses include click-based attachment of PEG chains to small molecules, polymers, nanoparticles, or surfaces, followed by functionalization through the terminal alcohol. It is also widely used in the preparation of PEGylated intermediates, probes, and advanced materials. The combination of a click-reactive azide and a synthetically versatile hydroxyl group enables flexible, stepwise conjugation strategies. As part of a robust functionalized PEG product line, this PEG1 azido alcohol supports modular design strategies in pharmaceutical research, diagnostics, biomaterials development, and specialty chemical synthesis.
Appearance: colorless liquid
Purity: 99%
Storage: Room Temp
Solubility: Dichloromethane, Chloroform, Methanol
Literature:
- Organic and Biomolecular Chemistry, 2017, vol. 15, # 7, p. 1686 – 1699
- Journal of Enzyme Inhibition and Medicinal Chemistry, 2016, vol. 31, # 6, p. 946 – 952
- Molecules, 2011, vol. 16, # 6, p. 4748 – 4763