Basic information Safety Supplier Related

2-(2-Azidoethoxy)ethanol

Basic information Safety Supplier Related

2-(2-Azidoethoxy)ethanol Basic information

Product Name:
2-(2-Azidoethoxy)ethanol
Synonyms:
  • 2-(2-Azidoethoxy)ethanol
  • Azido-PEG2
  • Azido-PEG2-alcohol
  • Ethanol, 2-(2-azidoethoxy)-
  • AZIDO-PEG2-HYDROXY
  • N3-PEG2-OH
  • Azido-PEG2-OH
  • N3-PEG2-OH,Azido-PEG2-alcohol,AZIDO-PEG2-HYDROXY
CAS:
139115-90-5
MF:
C4H9N3O2
MW:
131.14
Product Categories:
  • peg
  • SiChem
Mol File:
139115-90-5.mol
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2-(2-Azidoethoxy)ethanol Chemical Properties

storage temp. 
Storage temp. 2-8°C
form 
liquid
color 
Yellowish
InChI
InChI=1S/C4H9N3O2/c5-7-6-1-3-9-4-2-8/h8H,1-4H2
InChIKey
CGJFKQFYZOARRV-UHFFFAOYSA-N
SMILES
C(OCCO)CN=[N+]=[N-]
CAS DataBase Reference
139115-90-5
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Safety Information

HS Code 
2929900090
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2-(2-Azidoethoxy)ethanol Usage And Synthesis

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.

Uses

Azido-PEG2-alcohol can be used for biosensing applications.

Synthesis

Add 50g of diethylene glycol and 34g of triethylamine to 500ml of dichloromethane with stirring, weigh 54g of p-toluenesulfonyl chloride dissolved in 150ml of dichloromethane, and then add it dropwise to the reaction system under the condition of ice-water bath, and after dropping, the reaction will take place at 20?? for 12h. The TLC shows the end of the reaction, and then add 400ml of water to wash, separate the liquid, dry the organic phase with anhydrous sodium sulfate, spin dry and then purify 55g of intermediate A through column chromatography. The organic phase was dried with anhydrous sodium sulfate and spun dry, and then purified by column chromatography to obtain 55g of Intermediate A, yield: 90%. The NMR data were as follows: 1HNMR (400MHz, CDCl3): δ: 7.792 (d, J=8.4Hz, 2H); 7.350 (d, J=8.4Hz, 2H); 4.158 (t, J=4.4Hz, 2H); 3.702~3.567 (m, 6H); 2.818 (s, 1H); 2.435 (s, 3H).

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