2-nitrophenyl azide

Base Information

• Chemical Name: 2-nitrophenyl azide
• CAS No.: 1516-58-1
• Molecular Formula: C6H4 N4 O2
• Molecular Weight: 164.123
• Hs Code.: 2929909090
• Mol file: 1516-58-1.mol

Synonyms:1-Azido-2-nitrobenzene;2-Nitro-1-azidobenzene; 2-Nitroazidobenzene; 2-Nitrophenyl azide; NSC 19923;o-Nitrophenyl azide

Chemical Property of 2-nitrophenyl azide

Chemical Property:

• Boiling Point: °Cat760mmHg
• Flash Point: °C
• PSA: 95.57000
• Density: g/cm³
• LogP: 2.51256

Purity/Quality:

99%, ^*data from raw suppliers

1-AZIDO-2-NITROBENZENE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-nitrophenyl azide

There total 35 articles about 2-nitrophenyl azide 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%

2-nitro-aniline (88-74-4) → o-azidonitrobenzene (1516-58-1)

Guidance literature:

2-nitro-aniline; With toluene-4-sulfonic acid; In water; at 20 ℃; for 0.0833333h;

With sodium nitrite; In water; at 20 ℃; for 1.08333h;

With sodium azide; In water; at 20 ℃; for 3h;

DOI:10.1002/cmdc.202100153

Reference yield: 95.0%

ortho-nitrofluorobenzene (1493-27-2,127723-77-7) → o-azidonitrobenzene (1516-58-1)

Guidance literature:

With trimethylsilylazide; t-Bu-P₄ base; In hexane; dimethyl sulfoxide; at 20 ℃; for 29h;

DOI:10.1002/ejoc.200500087

Reference yield: 85.0%

2-Chloronitrobenzene (88-73-3) → o-azidonitrobenzene (1516-58-1)

Guidance literature:

With sodium azide; N,N,N,N-tetraethylammonium tetrafluoroborate; In water; N,N-dimethyl-formamide; at 60 ℃; for 6h; Reagent/catalyst;

DOI:10.1002/poc.4171

upstream raw materials:

O-Benzoylhydroxylamine

2-nitrobenzenediazonium chloride

2-nitro-aniline

o-nitronitrosobenzene

Downstream raw materials:

3-phenyl-benzo[e][1,2,3]triazolo[5,1-c][1,2,4]triazine 5-oxide

2-nitro-N-triphenylphosphoranyliden-aniline

benzoic acid methyl ester

N-(2-nitrophenyl)formamide

Refernces

• 1、 Baum,K.. "-". . p. 4333 - 4335. Retrieved 1968.
• 2、 Xu, Guiqing,Zhao, Jinglin,Jiang, Yuqin,Zhang, Peng,Li, Wei. "Design, synthesis and antifungal activity of novel indole derivatives linked with the 1,2,3-triazole moiety via the CuAAC click reaction". . p. 269 - 272. Retrieved 2016.
• 3、 Avemaria, Frank,Zimmermann, Viktor,Br?se, Stefan. "Synthesis of aryl azides via post-cleavage modification of polymer-bound triazenes". . p. 1163 - 1166. Retrieved 2004.
• 4、 Huang, Ri-Zhen,Liang, Gui-Bin,Li, Mei-Shan,Fang, Yi-Lin,Zhao, Shi-Feng,Zhou, Mei-Mei,Liao, Zhi-Xin,Sun, Jing,Wang, Heng-Shan. "Synthesis and discovery of asiatic acid based 1,2,3-triazole derivatives as antitumor agents blocking NF-κB activation and cell migration". . p. 584 - 597. Retrieved 2019.
• 5、 Pati, Palas Baran,Das, Soumyajit,Zade, Sanjio S.. "Benzooxadiazaole-based D-A-D co-oligomers: Synthesis and electropolymerization". . p. 3996 - 4003. Retrieved 2012.
• 6、 Nemati, Firouzeh,Elhampour, Ali. "Cellulose sulphuric acid as a biodegradable catalyst for conversion of aryl amines into azides at room temperature under mild conditions". . p. 889 - 892,4. Retrieved 2012.
• 7、 Habib, Farhat,Alam, Shadab,Hussain, Afzal,Aneja, Babita,Irfan, Mohammad,Alajmi, Mohamed F.,Hasan, Phool,Khan, Parvez,Rehman, Md Tabish,Noman, Omar Mohammed,Azam, Amir,Abid, Mohammad. "Biofilm inhibition and DNA binding studies of isoxazole-triazole conjugates in the development of effective anti-bacterial agents". . . Retrieved 2020.
• 8、 Jalapathi, P.,Nagamani, M.,Srinivas, M.,Vishnu, T.. "Molecular docking studies on COVID-19 and antibacterial evaluation of newly synthesized 4-(methoxymethyl)-1,2,3-triazolean analogues derived from (E)-1-phenyl-3-(2-(piperidin-1-yl)quinolin-3-yl) prop-2-en-1-one". . . Retrieved 2021.
• 9、 Gibault, Floriane,Sturbaut, Manon,Coevoet, Mathilde,Pugnière, Martine,Burtscher, Ashley,Allemand, Frédéric,Melnyk, Patricia,Hong, Wanjin,Rubin, Brian P.,Pobbati, Ajaybabu V.,Guichou, Jean-Fran?ois,Cotelle, Philippe,Bailly, Fabrice. "Design, Synthesis and Evaluation of a Series of 1,5-Diaryl-1,2,3-triazole-4-carbohydrazones as Inhibitors of the YAP-TAZ/TEAD Complex". . p. 2823 - 2844. Retrieved 2021/07/10.
• 10、 Ankali, Kariyappa N,Rangaswamy, Javarappa,Shalavadi, Mallappa,Naik, Nagaraja,Krishnamurthy, Ganga naik. "Synthesis and Molecular Docking of novel 1,3-Thiazole Derived 1,2,3-Triazoles and In vivo Biological Evaluation for their Anti anxiety and Anti inflammatory Activity". . . Retrieved 2021/04/09.