Name: 1,2-Bis(2-azidoethoxy)ethane
Molecular Formula: C6H12N6O2
CAS#: 59559-06-7
SMILES: [N-]=[N+]=NCCOCCOCCN=[N+]=[N-]
MDL#: MFCD06637650
Catalog#: AMTGC190-BA16
Molecular weight: 200.2 g/mol
Other names: click chemistry, crosslinking, bioconjugation, and materials science
- 1,8-diazido-3,6-dioxaoctane
- AZIDO-PEG2-AZIDE
- 1,2-Bis(2-azidoethoxy)ethane
- Bis-azido ethylene glycol ether
Background & Applications:
Background
1,2-Bis(2-azidoethoxy)ethane is a compact, symmetrical diazide-functionalized ether linker featuring azide groups at both termini connected through a short ethylene glycol-derived spacer. The ether-containing backbone provides flexibility, moderate hydrophilicity, and compatibility with a range of organic and aqueous systems while maintaining a compact linker architecture. The terminal azide groups enable highly efficient bioorthogonal click chemistry, including copper-catalyzed azide–alkyne cycloaddition (CuAAC) and strain-promoted azide–alkyne cycloaddition, allowing simultaneous or stepwise conjugation at both ends of the molecule. This bifunctional molecule serves as a versatile building block within a broader portfolio of functionalized linkers designed for controlled molecular assembly and crosslinking.
Applications
1,2-Bis(2-azidoethoxy)ethane is commonly used in crosslinking, bioconjugation, and materials science applications where dual azide reactivity and short linker length are desired. Typical uses include construction of polymer networks, preparation of multifunctional intermediates, and surface or nanoparticle modification through click chemistry. Its compact structure enables tight spatial control while retaining sufficient flexibility for efficient conjugation. As part of a comprehensive functionalized linker product line, this diazide ether linker supports modular design strategies in pharmaceutical research, diagnostics, biomaterials development, and advanced materials synthesis.
Appearance: Pale-yellow liquid
Purity: 99%
Storage: Room Temp
Solubility: Dichloromethane, Chloroform, Methanol
Literature:
- Molecules, 2025, vol. 30, # 12, art. no. 2655
- Bioorganic and Medicinal Chemistry Letters, 2009, vol. 19, # 5, p. 1421 – 1424
- Journal of Polymer Science, Part A: Polymer Chemistry, 2014, vol. 52, # 2, p. 239 – 247