2-(2-Azidoethoxy)ethanol

Base Information

• Chemical Name: 2-(2-Azidoethoxy)ethanol
• CAS No.: 139115-90-5
• Molecular Formula: C4H9N3O2
• Molecular Weight: 131.134
• Hs Code.: 2929900090
• European Community (EC) Number: 830-324-5
• ChEMBL ID: CHEMBL4869741
• DSSTox Substance ID: DTXSID90464632
• Nikkaji Number: J2.647.090K
• Mol file: 139115-90-5.mol

Synonyms:Azido-PEG2-Alcohol;139115-90-5;2-(2-azidoethoxy)ethanol;2-(2-azidoethoxy)ethan-1-ol;Ethanol, 2-(2-azidoethoxy)-;N3-PEG2-OH;5-azido-3-oxapentanol;CHEMBL4869741;MFCD14652858;Azido-PEG2-Hydroxy;2-(2-azidoethoxy)-ethanol;LCZC610;2-(2-Azido-Ethoxy)-Ethanol;2-(2-azidoethoxyl)ethan-1-ol;SCHEMBL13480682;DTXSID90464632;CGJFKQFYZOARRV-UHFFFAOYSA-N;Azide-PEG-alcohol, MW 1,000;Azide-PEG-alcohol, MW 2,000;Azide-PEG-alcohol, MW 3,400;Azide-PEG-alcohol, MW 5,000;Azide-PEG-alcohol, MW 7,500;Azide-PEG-alcohol, MW 10,000;BDBM50573329;AKOS010630512;GS-5748;BP-20714;BP-23338;BP-25682;BP-25683;BP-25684;BP-25685;BP-28731;SY122339;HY-140797;CS-0114587;2-(2-Azidoethoxy)ethanole, 20 wt% in DCM;2-(2-Azidoethoxy)ethanole, 20 wt% in toluene;C70236;EN300-142192;J-007234

Chemical Property of 2-(2-Azidoethoxy)ethanol

Chemical Property:

• PSA: 79.21000
• LogP: -0.24164
• XLogP3: 0.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 131.069476538
• Heavy Atom Count: 9
• Complexity: 100

Purity/Quality:

98%,99%, ^*data from raw suppliers

Azido-PEG2-alcohol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C(COCCO)N=[N+]=[N-]
• Description: Azido-PEG2-alcohol is a PEG linker containing an azide group and a terminal hydroxyl group. The hydrophilic PEG spacer increases solubility in aqueous media. The azide group can react with alkyne, BCN, DBCO via Click Chemistry to yield a stable triazole linkage. The hydroxyl group enables further derivatization or replacement with other reactive functional groups.

Technology Process of 2-(2-Azidoethoxy)ethanol

There total 4 articles about 2-(2-Azidoethoxy)ethanol 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: 100.0%

2-(2-Chloroethoxy)ethanol (628-89-7) → 2-(2-azidoethoxy)ethanol (139115-90-5)

Guidance literature:

With sodium azide; sodium iodide; In water; at 60 ℃; for 96h;

DOI:10.1039/c6ob02559e

Reference yield: 96.2%

5-tosyloxy-3-oxapentanol (118591-58-5) → 2-(2-azidoethoxy)ethanol (139115-90-5)

Guidance literature:

With sodium azide; In N,N-dimethyl-formamide; acetonitrile; for 9h; Reflux;

DOI:10.3390/molecules16064748

Reference yield: 92.0%

2-<2-<(Methylsulfonyl)oxy>ethoxy>ethanol (118591-57-4) → 2-(2-azidoethoxy)ethanol (139115-90-5)

Guidance literature:

With sodium azide; In acetonitrile; for 36h; Heating;

DOI:10.1002/hlca.19910740810

upstream raw materials:

2-<2-<(Methylsulfonyl)oxy>ethoxy>ethanol

2-(2-Chloroethoxy)ethanol

5-tosyloxy-3-oxapentanol

diethylene glycol

Downstream raw materials:

2-(2-azidoethoxy)ethyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside

toluene-4-sulfonic acid 2-(2-azido-ethoxy)ethyl ester

α,ω-diazido,α,ω-dideoxy-octaethyleneglycol

1-azido-2-[2-(2-{2-[2-(2-azidoethoxy)ethoxy]ethoxy}ethoxy)ethoxy]ethane

Refernces

• 1、 Oelker, Abigail M.,Hammond, Paula T.,Morey, Shannon M.,Griffith, Linda G.. "Helix versus coil polypeptide macromers: Gel networks with decoupled stiffness and permeability". . p. 10887 - 10895,9. Retrieved 2012.
• 2、 Konnola, Raneesh,Joseph, Kuruvilla. "Effect of side-wall functionalisation of multi-walled carbon nanotubes on the thermo-mechanical properties of epoxy composites". . p. 23887 - 23899. Retrieved 2016.
• 3、 Lee, Jeeyeon,Lee, Na Keum,Manda, Sudhakar,Oh, Dong-Chan. "Design, synthesis, and biological evaluation of proteolysis targeting chimeras (PRoTACS) for the dual degradation of IGF-1R and SrC". . . Retrieved 2020.
• 4、 Palmioli, Alessandro,Aliprandi, Alessandro,Septiadi, Dedy,Mauro, Matteo,Bernardi, Anna,De Cola, Luisa,Panigati, Monica. "Glyco-functionalized dinuclear rhenium(i) complexes for cell imaging". . p. 1686 - 1699. Retrieved 2017.
• 5、 Timmer,Flos, M. Abellán,J?rgensen, L. M?nster,Proverbio,Altun,Ramstr?m,Aastrup,Vincent. "Spatially well-defined carbohydrate nanoplatforms: Synthesis, characterization and lectin interaction study". . p. 12326 - 12329. Retrieved 2016.
• 6、 Wang, Yi-Shou,Bai, Sha,Wang, Yao-Yu,Han, Ying-Feng. "Process-tracing study on the post-assembly modification of poly-NHC-based metallosupramolecular cylinders with tunable aggregation-induced emission". . p. 13689 - 13692. Retrieved 2019.
• 7、 Ji, Woojung,Xiao, Leilei,Ling, Yuhan,Ching, Casey,Matsumoto, Michio,Bisbey, Ryan P.,Helbling, Damian E.,Dichtel, William R.. "Removal of GenX and Perfluorinated Alkyl Substances from Water by Amine-Functionalized Covalent Organic Frameworks". . p. 12677 - 12681. Retrieved 2018.
• 8、 Fu, Chih-Wei,Tsai, Han-En,Chen, Wei-Sheng,Chang, Tzu-Ting,Chen, Chia-Ling,Hsiao, Pei-Wen,Li, Wen-Shan. "Sialyltransferase Inhibitors Suppress Breast Cancer Metastasis". supporting information. p. 527 - 542. Retrieved 2021/01/13.