HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HCID 4020482Erstellt: 27. Oktober 2026
Methyl 2-azidoacetate
Methyl 2-azidoacetate 97% · Methyl Azido Acetate-Bulk · Methyl 2-azidoacetate - M3461 · Azidoacetic acid methyl ester · 2-Azido-acetic acid Methyl ester · methyl 3-diazo-3-azaprop-3-enoate · Acetic acid, 2-azido-, Methyl ester
https://huagongshe.com/de/chemical/4020482
Identifikatoren & physikalische Daten
| CAS No. | 1816-92-8 |
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| Summenformel | C3H5N3O2 |
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| Durchschnittliche Molmasse | 115,09 g/mol |
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| Monoisotopische Masse | 115,0381764 g/mol |
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| SMILES | COC(=O)CN=[N+]=[N-] |
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| InChIKey | RXYCUKSOYJWGPE-UHFFFAOYSA-N |
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| PubChem CID | 4020482 |
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| EC No. | 687-878-4 |
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| DTXSID | DTXSID70398587 |
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Chemische & physikalische Eigenschaften
| XLogP | 1,2 |
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| Polarare Oberfläche (TPSA) | 40,7 |
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| H-Brücken-Donoren | 0 |
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| H-Brücken-Akzeptoren | 4 |
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| Frei drehbare Bindungen | 3 |
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| Schwere Atome | 8 |
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| Formalladung | 0 |
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| Komplexität | 126 |
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| Siedepunkt | 35 °C |
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| Dichte | 1.182 g/mL at 25 °C |
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| Brechungsindex | n20/D1.440 |
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| Flammpunkt | 48℃ |
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| Aggregatzustand | liquid |
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| InChI | InChI=1S/C3H5N3O2/c1-8-3(7)2-5-6-4/h2H2,1H3 |
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| InChIKey | RXYCUKSOYJWGPE-UHFFFAOYSA-N |
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| SMILES | C(=O)(OC)CN=[N+]=[N-] |
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Sicherheit & Vorschriften
| GHS-Einstufung | WarningH226 (100%): Flammable liquid and vapor [Warning Flammable liquids]P210, P233, P240, P241, P242, P243, P261, P264, P264+P265, P271, P280, P302+P352, P303+P361+P353, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P370+P378, P403+P233, P403+P235, P405, and P501 (click each P-code to see the statement)Aggregated GHS information provided per 39 reports by companies from 2 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies. |
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| Hazard Classes and Categories | Flam. Liq. 3 (100%) |
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| Wassergefährdungsklasse (WGK) | 3 |
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| UN-Transportnummer | UN 1993C 3 / PGIII |
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| R-Sätze (R) | 5-10-36/37/38 |
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| Gefahrensymbole | Xi |
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| Sicherheitshinweise (S) | 26 |
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| Gefahrenklasse | 3Eye Irrit. 2Flam. Liq. 3Skin Irrit. 2STOT SE 3 |
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| Lagerklasse | 3 - Flammable liquids |
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Anwendungen & Verwendung
Verwenden
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.
