Ethyl azidoacetate

Base Information

• Chemical Name: Ethyl azidoacetate
• CAS No.: 637-81-0
• Molecular Formula: C4H7N3O2
• Molecular Weight: 129.118
• Hs Code.: 2929909090
• European Community (EC) Number: 211-301-3
• NSC Number: 84132
• DSSTox Substance ID: DTXSID30213101
• Nikkaji Number: J205.911H
• Wikidata: Q72472755
• Mol file: 637-81-0.mol

Synonyms:Ethyl azidoacetate;637-81-0;Ethyl 2-azidoacetate;Azidoacetic acid ethyl ester;Acetic acid, azido-, ethyl ester;Azido-acetic acid ethyl ester;CCRIS 3368;EINECS 211-301-3;Acetic acid, 2-azido-, ethyl ester;BRN 4247209;C4H7N3O2;Azido-aceticaciethylester;Ethylazidoacetate;MFCD00190177;ethyl azido-acetate;Acetic acid, 2-azido-,ethyl ester;ethyl-2-azidoacetate;ethyl alpha-azidoacetate;NCIOpen2_000977;azido acetic acid ethyl ester;SCHEMBL13431922;DTXSID30213101;NSC84132;NSC 84132;NSC-84132;AKOS005259752;(2-ethoxy-2-oxo-ethyl)imino-imino-ammonium;E1255;FT-0626163;Azidoacetic acid ethyl ester, 25% in toluene;EN300-37371;A834524;J-640294;J-800298

Chemical Property of Ethyl azidoacetate

Chemical Property:

• Appearance/Colour: Colorless or light yellow liquid
• Refractive Index: 1.4330 to 1.4370
• Boiling Point: 44-46 °C 2mm
• Flash Point: 7 °C
• PSA: 76.05000
• Density: 1.127 g/mL at 25 °C
• LogP: 0.31256
• Storage Temp.: Refrigerator, under inert atmosphere
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly)
• XLogP3: 1.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 129.053826475
• Heavy Atom Count: 9
• Complexity: 139

Purity/Quality:

99% ^*data from raw suppliers

Ethyl2-Azidoacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi,C
• Hazard Codes: Xn,Xi,C,F
• Statements: 1-40-36/37/38-10-67-65-63-48/20-38-11
• Safety Statements: 7-16-26-35-36-47-62-45-36/37

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)CN=[N+]=[N-]

Technology Process of Ethyl azidoacetate

There total 10 articles about Ethyl azidoacetate which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

ethyl bromoacetate (105-36-2) → ethyl-2-azidoacetate (637-81-0)

Guidance literature:

With sodium azide; In water; acetone; at 20 ℃; for 0.5h;

DOI:10.1021/ol800675u

Reference yield: 98.0%

chloroacetic acid ethyl ester (105-39-5) → ethyl-2-azidoacetate (637-81-0)

Guidance literature:

With sodium azide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; water; at 20 ℃; for 25h; Inert atmosphere;

DOI:10.1002/chem.200903484

Reference yield: 60.0%

trimethylsilylazide (4648-54-8) + chloroacetic acid ethyl ester (105-39-5) → ethyl-2-azidoacetate (637-81-0)

Guidance literature:

DOI:10.1246/cl.1982.1477

upstream raw materials:

(N-nitroso-hydrazino)-acetic acid ethyl ester

chloroacetic acid ethyl ester

GlyOEt*HCl

ethyl iodoacetae

Downstream raw materials:

2-azidoacetic acid

GlyOEt*HCl

triphenylphosphine imine ethyl acetate

α-azido-N-methylacetamide

Refernces

• 1、 Yang, Chuang,Wang, Zusheng,Guo, Hongyu,Jiao, Ziyu,Yang, Fafu. "Thiacalix[4]arene derivatives containing multiple aromatic groups: High efficient extractants for organic dyes". . p. 1383 - 1388. Retrieved 2015.
• 2、 Kubota, Yasuhiro,Kimura, Kosei,Jin, Jiye,Manseki, Kazuhiro,Funabiki, Kazumasa,Matsui, Masaki. "Synthesis of near-infrared absorbing and fluorescing thiophene-fused BODIPY dyes with strong electron-donating groups and their application in dye-sensitised solar cells". . p. 1156 - 1165. Retrieved 2019.
• 3、 Efimov, Ilya V.,Beliaev, Nikolai A.,Bakulev, Vasiliy A.,Beryozkina, Tetyana V.. "Synthesis of 1,2,3-triazoles linked into chains with other carbo- and heterocycles by a reaction between β-azolyl enamines and azides". . p. 167 - 172. Retrieved 2018.
• 4、 De Sousa, Bianca L.,Leite, Jo?o P.V.,Mendes, Tiago A.O.,Varej?o, Eduardo V.V.,Chaves, Anna C.S.,da Silva, Júnio G.,Agrizzi, Ana P.,Ferreira, Priscila G.,Pilau, Eduardo J.,Silva, Evandro,dos Santos, Marcelo H.. "Inhibition of acetylcholinesterase by coumarin-linked amino acids synthetized via triazole associated with molecule partition coefficient". . p. 652 - 664. Retrieved 2021/02/16.
• 5、 Tang, Kai-Wei,Hsu, Wen-Li,Chen, Cheng-Ru,Tsai, Ming-Hsien,Yen, Chia-Jung,Tseng, Chih-Hua. "Discovery of triazolyl thalidomide derivatives as anti-fibrosis agents". . p. 3589 - 3599. Retrieved 2021/03/03.