ChemicalBook--->CAS DataBase List--->1816-92-8

1816-92-8

1816-92-8 Structure

1816-92-8 Structure
IdentificationBack Directory
[Name]

Azidoacetic acid methyl ester
[CAS]

1816-92-8
[Synonyms]

Methyl 2-azidoacetate 97%
Methyl 2-azidoacetate - M3461
Azidoacetic acid methyl ester
2-Azido-acetic acid Methyl ester
Acetic acid, 2-azido-, Methyl ester
[Molecular Formula]

C3H5N3O2
[MDL Number]

MFCD01311034
[MOL File]

1816-92-8.mol
[Molecular Weight]

115.091
Chemical PropertiesBack Directory
[Boiling point ]

35 °C
[density ]

1.182 g/mL at 25 °C
[refractive index ]

n20/D1.440
[Fp ]

48℃
[form ]

liquid
[InChI]

InChI=1S/C3H5N3O2/c1-8-3(7)2-5-6-4/h2H2,1H3
[InChIKey]

RXYCUKSOYJWGPE-UHFFFAOYSA-N
[SMILES]

C(=O)(OC)CN=[N+]=[N-]
Safety DataBack Directory
[Symbol(GHS) ]


GHS02,GHS07
[Signal word ]

Warning
[Hazard statements ]

H226-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[Hazard Codes ]

Xi
[Risk Statements ]

5-10-36/37/38
[Safety Statements ]

26
[RIDADR ]

UN 1993C 3 / PGIII
[WGK Germany ]

3
[HazardClass ]

3
[Storage Class]

3 - Flammable liquids
[Hazard Classifications]

Eye Irrit. 2
Flam. Liq. 3
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Uses]

  • 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.

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