2-azidobenzoic Acid

Base Information

• Chemical Name: 2-azidobenzoic Acid
• CAS No.: 31162-13-7
• Molecular Formula: C7H5N3O2
• Molecular Weight: 163.136
• European Community (EC) Number: 664-273-3
• DSSTox Substance ID: DTXSID20416023
• Nikkaji Number: J307.829I
• Wikidata: Q82225148
• Mol file: 31162-13-7.mol

Synonyms:2-azidobenzoic Acid;31162-13-7;2-Azido-benzoic acid;azidobenzoic acid;o-azido benzoic acid;SCHEMBL18065806;DTXSID20416023;JCBWQNLTYXTHBZ-UHFFFAOYSA-N;STL301919;AKOS015995850;EN300-207152;A820743;InChI=1/C7H5N3O2/c8-10-9-6-4-2-1-3-5(6)7(11)12/h1-4H,(H,11,12

Chemical Property of 2-azidobenzoic Acid

Chemical Property:

• Melting Point: 142-143 °C (decomp)
• Flash Point: -33℃
• Storage Temp.: ?20°C
• Solubility.: Chloroform (Slightly, Sonicated), DMSO (Slightly)
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 163.038176411
• Heavy Atom Count: 12
• Complexity: 223

Purity/Quality:

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

2-AzidobenzoicAcid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): 1950619
• Hazard Codes: F,Xi
• Statements: 11-38
• Safety Statements: 16

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC=C(C(=C1)C(=O)O)N=[N+]=[N-]
• Uses: 2-Azidobenzoic Acid can be used for polyethylene surface with aryl azides.

Technology Process of 2-azidobenzoic Acid

There total 28 articles about 2-azidobenzoic 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%

anthranilic acid (118-92-3,159201-01-1,50816-84-7,80206-34-4,104809-47-4) → 2-azidobenzoic acid (31162-13-7)

Guidance literature:

anthranilic acid; With hydrogenchloride; sodium nitrite; In water; at 0 - 20 ℃; for 0.25h;

With sodium azide; In water; at 20 ℃;

DOI:10.1021/acs.jmedchem.7b01340

Reference yield: 84.0%

2-Iodobenzoic acid (88-67-5) → 2-azidobenzoic acid (31162-13-7)

Guidance literature:

With copper(l) iodide; sodium azide; sodium L-ascorbate; (1S,2S)-N,N'-dimethyl-1,2-diaminocyclohexane; In ethanol; for 1h; Heating;

DOI:10.1055/s-2005-872248

Reference yield: 27.0%

N-(o-azidobenzoyl)-p-chlorobenzaldehyd hydrazone (90701-80-7) → 2-azidobenzoic acid (31162-13-7) + 4-chlorobenzaldehyde azine (3510-48-3,41097-37-4)

Guidance literature:

In water; acetic acid; for 6h; heated on a steam-bath;

upstream raw materials:

2-azidobenzaldehyde

2-azidobenzonitrile

2-nitroso-benzoic acid

3-acetylamino-3H-benzo[d][1,2,3]triazin-4-one

Downstream raw materials:

anthranilic acid

2,2'-azoxy-di-benzoic acid

N-triphenylphosphoranyliden-anthranilic acid

1,3-dihydro-2H-azepin-2-one

Refernces

• 1、 Alam, Mohammad Mahboob,Alzahrani, Hessah Abdullah,Elhenawy, Ahmed A.,Malebari, Azizah M.,Nazreen, Syed. "Synthesis, antiproliferative, docking and DFT studies of benzimidazole derivatives as EGFR inhibitors". . . Retrieved 2022/01/04.
• 2、 Budruev, A. V.,Davydov, D. A.,Dzhons, D. Yu.,Giricheva, M. A.,Pokrovskaia, A. V.. "One-Step Synthesis of 2-[(2-Carboxyphenyl)amino]-6-formylnicotinic Acid via Photolysis of 2-Azidobenzoic Acid in the Presence of Weak Bases". . p. 2013 - 2018. Retrieved 2021/11/13.