| Identification | Back 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 |
| Questions And Answer | Back Directory | [Preparation]
Azidoacetic acid methyl ester is widely used in the azidoclick chemistry synthesis of triazole derivatives. Some examples include the synthesis of coumarin-triazole derivatives as potential antimalarial drugs and histone deacetylase-1 (HDAC1) inhibitors containing macrocyclic triazole compounds. It can be used to synthesize various pyrrole derivatives via Knoevenagel condensation, similar to its use in the synthesis of near-infrared bispyrrole (BODIPY) donors for organic tandem solar cells. It can also be used in the hemetsberg-knittel synthesis of substituted 5-, 6-, and 7-azaindole. Highly fluorescent pyrene [2,1-b]pyrrole can be synthesized using Azidoacetic acid methyl ester as a reagent. |
| Chemical Properties | Back 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-] |
| Hazard Information | Back 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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| Company Name: |
J & K SCIENTIFIC LTD.
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18210857532 18210857532 |
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https://www.jkchemical.com |
| Company Name: |
Energy Chemical
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400-0056266 |
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www.energy-chemical.com |
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Cool Pharm, Ltd
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021-60455363 18019463053 |
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www.coolpharm.com |
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Sigma-Aldrich
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021-61415566 800-8193336 |
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https://www.sigmaaldrich.cn |
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parabiochem
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025-83453382-8005 |
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www.parabiochem.cn |
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