Azidoacetic acid

Base Information

• Chemical Name: Azidoacetic acid
• CAS No.: 18523-48-3
• Molecular Formula: C2H3N3O2
• Molecular Weight: 101.065
• Hs Code.: 2929909090
• European Community (EC) Number: 803-130-3
• DSSTox Substance ID: DTXSID60171760
• Nikkaji Number: J82.761D
• Wikidata: Q83041913
• Mol file: 18523-48-3.mol

Synonyms:Azidoacetic acid;2-azidoacetic acid;18523-48-3;azido acetic acid;Acetic acid, 2-azido-;CCRIS 3367;Acetic acid, azido-;AZIDOACETICACID;2-Azidoacetic acid, 97%;LCZC430;SCHEMBL13436965;DTXSID60171760;AKOS005259753;BP-23876;BS-12741;HY-151719;CS-0618774;EN300-69260;10.14272/PPXUUPXQWDQNGO-UHFFFAOYSA-N;doi:10.14272/PPXUUPXQWDQNGO-UHFFFAOYSA-N

Chemical Property of Azidoacetic acid

Chemical Property:

• Melting Point: 13-15 °C
• Refractive Index: n20/D1.472
• Boiling Point: 98-100°C 0,1mm
• Flash Point: >110℃
• PSA: 87.05000
• Density: 1.350 g/mL at 25 °C
• LogP: -0.16594
• Water Solubility.: Soluble in water
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 101.022526347
• Heavy Atom Count: 7
• Complexity: 114

Purity/Quality:

98%,99%, ^*data from raw suppliers

2-Azidoacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 2-5-11-36/37/38
• Safety Statements: 26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Azidoacetic acid

There total 18 articles about Azidoacetic acid 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-2-azidoacetate (637-81-0) → 2-azidoacetic acid (18523-48-3)

Guidance literature:

With water; lithium hydroxide; In methanol;

DOI:10.1002/anie.201303108

Reference yield: 100.0%

bromoacetic acid (79-08-3) → 2-azidoacetic acid (18523-48-3)

Guidance literature:

With sodium azide; In water;

DOI:10.1021/acsmedchemlett.5b00474

Reference yield: 100.0%

chloroacetic acid (79-11-8) → 2-azidoacetic acid (18523-48-3)

Guidance literature:

With sodium azide; ammonium chloride; In water; at 20 ℃; for 48h;

DOI:10.1002/ejic.200700849

upstream raw materials:

ethyl-2-azidoacetate

3-azido-propene

2-azidoethanol

sodium monochloroacetic acid

Downstream raw materials:

cis-3-azido-1,4-diphenylazetidin-2-one

azidoacetic acid succinimidyl ester

Refernces

• 1、 Huber. "-". . p. 112,114. Retrieved 1955.
• 2、 Goncalves, Victor,Gautier, Benoit,Regazzetti, Anne,Coric, Pascale,Bouaziz, Serge,Garbay, Christiane,Vidal, Michel,Inguimbert, Nicolas. "On-resin cyclization of peptide ligands of the Vascular Endothelial Growth Factor Receptor 1 by copper(I)-catalyzed 1,3-dipolar azide-alkyne cycloaddition". . p. 5590 - 5594. Retrieved 2007.
• 3、 Wang, Yinglei,Liu, Yajing,Lu, Tingting,Gao, Fulei,Zhao, Baodong. "Synthesis and Properties of 3-Azido-2,2-bis(azidomethyl)propyl 2-Azidoacetate: A Potential Azido Ester Plasticizer". . p. 107 - 111. Retrieved 2019.
• 4、 Sheth, Sujitraj,Baron, Aurelie,Herrero, Christian,Vauzeilles, Boris,Aukauloo, Ally,Leibl, Winfried. "Light-induced tryptophan radical generation in a click modular assembly of a sensitiser-tryptophan residue". . p. 1074 - 1078. Retrieved 2013.
• 5、 Asgari, Mohammad Sadegh,Sepehri, Saghi,Bahadorikhalili, Saeed,Ranjbar, Parviz Rashidi,Rahimi, Rahmatollah,Gholami, Ahmad,Kazemi, Aboozar,Khoshneviszadeh, Mehdi,Larijani, Bagher,Mahdavi, Mohammad. "Magnetic silica nanoparticle-supported copper complex as an efficient catalyst for the synthesis of novel triazolopyrazinylacetamides with improved antibacterial activity". . p. 488 - 494. Retrieved 2020.
• 6、 Dyke,Groves,Morris,Ogden,Dias,Oliveira,Costa,Barros,Cabral,Moutinho. "Study of the thermal decomposition of 2-Azidoacetic acid by photoelectron and matrix isolation infrared spectroscopy". . p. 6883 - 6887. Retrieved 1997.
• 7、 Chen, Rongxing,Zhang, Hao,Ma, Tianwei,Xue, Huarui,Miao, Zhong,Chen, Liyan,Shi, Xiangkui. "Ciprofloxacin-1,2,3-triazole-isatin hybrids tethered via amide: Design, synthesis, and in vitro anti-mycobacterial activity evaluation". . p. 2635 - 2637. Retrieved 2019.
• 8、 Gao, Feng,Ye, Lei,Kong, Fangong,Huang, Gang,Xiao. "Design, synthesis and antibacterial activity evaluation of moxifloxacin-amide-1,2,3-triazole-isatin hybrids". . . Retrieved 2019.
• 9、 Kim, Eun-Mi,Joung, Min-Hee,Lee, Chang-Moon,Jeong, Hwan-Jeong,Lim, Seok Tae,Sohn, Myung-Hee,Kim, Dong Wook. "Synthesis of Tc-99m labeled 1,2,3-triazole-4-yl c-met binding peptide as a potential c-met receptor kinase positive tumor imaging agent". . p. 4240 - 4243. Retrieved 2010.
• 10、 Munneke, Stefan,Kodar, Kristel,Painter, Gavin F.,Stocker, Bridget L.,Timmer, Mattie S. M.. "The modular synthesis of multivalent functionalised glycodendrons for the detection of lectins including DC-SIGN". . p. 45260 - 45268. Retrieved 2017.