2-[2-(2-Azidoethoxy)ethoxy]ethanamine

Base Information

• Chemical Name: 2-[2-(2-Azidoethoxy)ethoxy]ethanamine
• CAS No.: 166388-57-4
• Molecular Formula: C6H14 N4 O2
• Molecular Weight: 174.203
• Hs Code.: 2929900090
• European Community (EC) Number: 812-607-5
• DSSTox Substance ID: DTXSID70694758
• Nikkaji Number: J2.918.858K
• Wikidata: Q72444552
• Mol file: 166388-57-4.mol

Synonyms:166388-57-4;Azido-PEG2-Amine;2-[2-(2-AZIDOETHOXY)ETHOXY]ETHANAMINE;N3-PEG2-CH2CH2NH2;Azido-PEG2-C2-amine;2-(2-(2-azidoethoxy)ethoxy)ethanamine;Ethanamine, 2-[2-(2-azidoethoxy)ethoxy]-;MFCD13189985;2-(2-(2-azidoethoxy)ethoxy)ethan-1-amine;2-[2-(2-AZIDO-ETHOXY)-ETHOXY]-ETHYLAMINE;1-(2-AMINOETHOXY)-2-(2-AZIDOETHOXY)ETHANE;2-[2-(2-Azidoethoxy)ethoxy]ethan-1-amine;N3-PEG2-NH2;LCZC544;SCHEMBL13612332;AMY4540;DTXSID70694758;8-Azido-3,6-dioxaundecan-1-amine;ZB0975;AKOS030213696;AB69528;GS-5982;BP-20692;SY122550;HY-140213;CS-0114352;C70216;Azido-PEG2-C2-amine (N3-PEG2-CH2CH2NH2);EN300-1725565;A921282

Chemical Property of 2-[2-(2-Azidoethoxy)ethoxy]ethanamine

Chemical Property:

• PSA: 94.23000
• LogP: 0.44166
• Solubility.: Soluble in Water, DMSO, DMF, DCM
• XLogP3: -0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 8
• Exact Mass: 174.11167570
• Heavy Atom Count: 12
• Complexity: 136

Purity/Quality:

97% ^*data from raw suppliers

2-[2-(2-Azidoethoxy)ethoxy]ethanamine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COCCOCCN=[N+]=[N-])N
• Description: Azido-PEG2-amine is a bifunctional crosslinker containing an amino and an azide group. The amino group is reactive with carboxylic acids, activated NHS esters,. The azide(N3) group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage.

Technology Process of 2-[2-(2-Azidoethoxy)ethoxy]ethanamine

There total 1 articles about 2-[2-(2-Azidoethoxy)ethoxy]ethanamine which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

triethylene glycol di-(p-toluenesulfonate) (19249-03-7) → 2-[2-(2-azidoethoxy)ethoxy]ethanamine (166388-57-4)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium azide; tetra-(n-butyl)ammonium iodide / N,N-dimethyl-formamide / 80 °C

2: triphenylphosphine; hydrogenchloride / tetrahydrofuran; diethyl ether / 20 - 22 °C

With hydrogenchloride; sodium azide; tetra-(n-butyl)ammonium iodide; triphenylphosphine; In tetrahydrofuran; diethyl ether; N,N-dimethyl-formamide;

DOI:10.1021/ja309000s

Reference yield: 94.0%

2-[2-(2-azidoethoxy)ethoxy]ethanamine (166388-57-4) + rhodamine B (81-88-9) → [9-(2-{2-[2-(2-azido-ethoxy)-ethoxy]-ethylcarbamoyl}-phenyl)-6-diethylamino-xanthen-3-ylidene]-diethyl-ammonium; chloride

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; N-ethyl-N,N-diisopropylamine; dmap; In dichloromethane; at 20 ℃;

DOI:10.1039/b611636a

Reference yield: 85.0%

2-[2-(2-azidoethoxy)ethoxy]ethanamine (166388-57-4) + 2-[2-[2-(2-tert-butoxycarbonylaminoethoxy)ethoxy]ethoxy]-4-[3-(trifluoromethyl)-3H-diazirin-3-yl] benzoic acid N-hydroxysuccinimide ester (332941-39-6) → C26H38F3N7O8 (1233927-49-5)

Guidance literature:

With triethylamine; In chloroform; at 0 - 20 ℃; Darkness;

DOI:10.1016/j.bmc.2010.03.059

upstream raw materials:

triethylene glycol di-(p-toluenesulfonate)

Downstream raw materials:

C₂₆H₃₈F₃N₇O₈

N-(2-(2-(2-azidoethoxy)ethoxy)ethyl)-N-(4-hydroxy-3,5-diisopropylbenzyl)acetamide

4-((N-(2-(2-(2-azidoethoxy)ethoxy)ethyl)acetamido)methyl)-2,6-diisopropylphenyl 4-oxo-5-(6-(5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanamido)hexanamido)pentanoate

tris{4-(4-{2-[2-(2-azidoethoxy)ethoxy]ethylaminocarbonyloxy}butyn-1-yl)phenyl}methane