738859
Methyl 2-azidoacetate
97%
Synonym(s):
Methyl azidoacetate
Sign In to View Organizational & Contract Pricing.
Select a Size
About This Item
Empirical Formula (Hill Notation):
C3H5N3O2
CAS Number:
Molecular Weight:
115.09
NACRES:
NA.22
PubChem Substance ID:
UNSPSC Code:
12352100
MDL number:
InChI
1S/C3H5N3O2/c1-8-3(7)2-5-6-4/h2H2,1H3
SMILES string
COC(=O)CN=[N+]=[N-]
InChI key
RXYCUKSOYJWGPE-UHFFFAOYSA-N
assay
97%
form
liquid
refractive index
n20/D 1.440
density
1.182 g/mL at 25 °C
Application
- Methyl 2-azidoacetate is widely used as a precursor to build triazole derivatives via alkyne-azide click chemistry. Some of the examples include the synthesis of coumarin-triazole derivatives as potential antiplasmodial agents and macrocyclic triazole containing largazole analogs as histone deacetylases-1 (HDAC1) inhibitors.
- It can be used to synthesize various pyrrole derivatives by Knoevenagel condensation as in the synthesis of near-infrared boron dipyrromethene (BODIPY) donors for organic tandem solar cells.
- It can also be used in Hemetsberger-Knittel synthesis of substituted 5-, 6-, and 7-azaindoles.
- Synthesis of highly fluorescent pyreno[2,1-b]pyrroles using methyl 2-azidoacetate as one of the reagents.
signalword
Warning
hcodes
Hazard Classifications
Eye Irrit. 2 - Flam. Liq. 3 - Skin Irrit. 2 - STOT SE 3
target_organs
Respiratory system
Storage Class
3 - Flammable liquids
wgk
WGK 3
flash_point_f
120.0 °F
flash_point_c
48.9 °C
Regulatory Information
新产品
This item has
Choose from one of the most recent versions:
Already Own This Product?
Find documentation for the products that you have recently purchased in the Document Library.
Transition metal-catalyzed synthesis of pyrroles from dienyl azides.
Dong H, et al.
Organic Letters, 9(25), 5191-5194 (2007)
Small Molecule Near-Infrared Boron Dipyrromethene Donors for Organic Tandem Solar Cells.
Li T Y, et al.
Journal of the American Chemical Society, 139(39), 13636-13639 (2017)
In vitro antiplasmodial efficacy of synthetic coumarin-triazole analogs.
Yadav N, et al.
European Journal of Medicinal Chemistry (2018)
Biological evaluation of new largazole analogues: alteration of macrocyclic scaffold with click chemistry.
Li X, et al.
ACS Medicinal Chemistry Letters, 4(1), 132-136 (2012)
Highly fluorescent pyreno [2, 1-b] pyrroles: First syntheses, crystal structure, and intriguing photophysical properties.
Selvi S, et al.
The Journal of Organic Chemistry, 69(20), 6674-6678 (2004)
Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.
Contact Technical Service