ChemicalBook > Product Catalog >Organic Chemistry >Alcohols,Phenols,Phenol alcohols >2-Azidoethanol

2-Azidoethanol

2-Azidoethanol Structure
CAS No.
1517-05-1
Chemical Name:
2-Azidoethanol
Synonyms
2-azidoethan-1-ol;Ccris 4996;Azidoethanol;CAS_1517-05-1;2-Azidoethanol;Ethanol, 2-azido-;2-Azido-1-ethanol;Azido-PEG1-alcohol;Ethanol,2-diazenyl-;2-Hydroxyethyl azide
CBNumber:
CB61073498
Molecular Formula:
C2H5N3O
Molecular Weight:
87.0806
MOL File:
1517-05-1.mol
MSDS File:
SDS
Modify Date:
2024/3/25 7:34:14

2-Azidoethanol Properties

Boiling point 77℃ (24 Torr)
Density 1.1460
refractive index 1.4264 (estimate)
solubility Chloroform (Soluble), DMSO (Sparingly), Methanol (Soluble)
form Oil
color Colourless
Stability Light Sensitive

SAFETY

Risk and Safety Statements

Symbol(GHS) 
GHS05
Signal word  Danger
Hazard statements  H314
Precautionary statements  P260-P264-P280-P301+P330+P331-P303+P361+P353-P363-P304+P340-P310-P321-P305+P351+P338-P405-P501

2-Azidoethanol Chemical Properties,Uses,Production

Chemical Properties

Colorless Slightly Yellow Clear Liquid.

Uses

2-Azidoethanol is used as a reagent in the glycosylation of mono- or polysaccharides. 2-Azidoethanol is also used as a 2’-deoxy-ethynyluridine (EdU) blocker in nuclear DNA, preventing cross reactivity with other antibodies in order to better study its related pathways in the body.

Preparation

2-Azidoethanol synthesis: Sodium azide (14.6 g, 224 mmol, 1.5 eq.) was added portion wise to a stirred mixture of 2- chloroethanol (12.0 g, 149 mmol, 1 eq.) in H2O (80 mL) at 0°C. The reaction mixture was slowly warmed up to room temperature and stirred for another 4 h. Additional sodium azide (9.71 g, 149 mmol, 1 eq.) was added and the solution was heated under reflux at 80°C overnight. After completion, the mixture was extracted with Et2O (3×50 mL) and the combined organic phases were washed with Brine (1× 10 mL) and dried over MgSO4. The solvent was removed in vacuo to yield a colorless oil (10.57 g, 121.4 mmol, 81%).
1 H NMR (400 MHz, CDCl3, ppm): δ=3.77 (q, 2H, CH2 OH), 3.43 (t, 2H, CH2 N3), 2.16 (s, 1H, OH). 13C NMR (101 MHz, CDCl3, ppm): δ=61.6 (CH2 OH), 53.7 (CH2 N3). 14N NMR (CDCl3, ppm): δ= 134 (Nβ), 171 (Nγ), 319 (Nα). C2H5N3O (87.08 gmol 1 ) calcd. N 48.25, C 27.59, H 5.79%; found IS: >40 J. FS: >360 N.

2-Azidoethanol Preparation Products And Raw materials

Raw materials

Preparation Products

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2-Azidoethanol Ccris 4996 2-Azido-1-ethanol 2-Hydroxyethyl azide Azidoethanol Ethanol, 2-azido- Azido-PEG1-alcohol CAS_1517-05-1 Ethanol,2-diazenyl- 2-Azido-ethanol,Azido-PEG1-alcohol 2-azidoethan-1-ol 1517-05-1 C2H5N3O