2-[2-(2-azidoethoxy)ethoxy]ethanamine (99%)

Name: 2-[2-(2-azidoethoxy)ethoxy]ethanamine (99% purity) 

Also available in 98% purity: AMTGC189-AD16-98 

Also available as the Boc-protected precursor AMTGC187-AC16-97:
t-Boc-N-Amido-PEG3-Azide (CAS 642091-68-7) (97%) — recommended for stepwise synthesis and controlled amine deprotection. 

Molecular Formula: C6H14N4O2 

CAS#: 166388-57-4 

SMILES: NCCOCCOCCN=[N+]=[N-] 

MDL#: MFCD13189985 

Catalog#: AMTGC189-AD16-99 

Molecular weight: 174.20 g/mol 

Other names: 

• 8-Azido-3,6-dioxaundecan-1-amine 

Fields of Interest: PEGylating reagent, Organic Synthesis, Medicinal Chemistry 

Background & Applications:  

Background
8-Azido-3,6-dioxaundecan-1-amine (166388-57-4) is a heterobifunctional azide-functionalized PEG linker featuring a PEG2 spacer with a terminal azide group and a primary amine. The polyethylene glycol backbone provides hydrophilicity, conformational flexibility, and reduced non-specific binding, making it well suited for use in aqueous and biological environments. The azide functionality enables highly selective bioorthogonal click chemistry, while the amine group offers versatile reactivity with activated carboxylic acids, NHS esters, and isocyanates. This compact, dual-functional linker is a key building block within a diverse portfolio of functionalized PEGs designed for precise molecular coupling. 

Applications
8-Azido-3,6-dioxaundecan-1-amine is commonly used in bioconjugation, drug delivery, and materials science applications where short linker length and orthogonal reactivity are desired. Typical uses include site-specific PEGylation of peptides and small molecules, attachment of functional groups to surfaces or nanoparticles, and construction of multifunctional intermediates for diagnostics and imaging agents. As part of a comprehensive functionalized PEG product line, this compound supports modular design strategies for pharmaceutical research, biomaterials development, and specialty chemical synthesis. 

Appearance: Pale yellow to amber liquid 

Purity: 99% 

Storage: -20 °C 

Solubility: Ethyl ether 

Literature: 

1. Journal of Colloid and Interface Science, 2025, vol. 679, p. 1079 – 1092.
2. Carbohydrate Research, 2007, vol. 342, # 12-13, p. 1636 – 1650 
3. ChemBioChem, 2024, vol. 25, # 2, art. no. e202300658