5-Nitrobenzotriazole

Base Information

• Chemical Name: 5-Nitrobenzotriazole
• CAS No.: 2338-12-7
• Molecular Formula: C6H4 N4 O2
• Molecular Weight: 164.123
• Hs Code.: 2933990090
• European Community (EC) Number: 219-047-5
• NSC Number: 66476,3132
• UN Number: 0385
• DSSTox Substance ID: DTXSID2062329
• Nikkaji Number: J36.091K
• Wikidata: Q27453965
• ChEMBL ID: CHEMBL1414349
• Mol file: 2338-12-7.mol

Synonyms:5-Nitrobenzotriazole;2338-12-7;6-Nitrobenzotriazole;1H-Benzotriazole, 5-nitro-;5-NITRO-1H-BENZOTRIAZOLE;1H-Benzotriazole, 6-nitro-;6-Nitro-1H-benzotriazole;5-nitro-2H-benzotriazole;5-Nitrobenzotriazol;5-Nitrobenzo-1,2,3-triazole;6-nitro-1H-1,2,3-benzotriazole;NSC 3132;NSC66476;EINECS 219-047-5;NSC 66476;UN0385;AI3-17342;5-Nitrobenzo-1,3-triazole;5-nitro-1H-benzo[d][1,2,3]triazole;WLN: T56 BMNNJ HNW;3nyd;3NY;5-Nitrobenztriazole;6NT;4bs0;MLS000540986;SCHEMBL238008;CHEMBL1414349;DTXSID2062329;NSC3132;HMS2313K22;5-Nitro-1H-1,2,3-benzotriazole;NSC-3132;MFCD00005701;NSC-66476;1H-1,2,3-benzotriazole, 6-nitro-;AKOS005070765;AKOS024258508;NCGC00186404-01;NCGC00186404-02;LS-41557;SMR000126044;FT-0620679;N0173;EN300-60530;5-Nitrobenzotriazol [UN0385] [Explosive 1.1D];5-Nitrobenzotriazol [UN0385] [Explosive 1.1D];Q27453965;Z1982493915

Chemical Property of 5-Nitrobenzotriazole

Chemical Property:

• Vapor Pressure: 2.25E-06mmHg at 25°C
• Melting Point: 206-207°
• Refractive Index: 1.6900 (estimate)
• Boiling Point: 392.7°Cat760mmHg
• PKA: 6.62±0.40(Predicted)
• Flash Point: 191.3°C
• PSA: 87.39000
• Density: 1.638g/cm³
• LogP: 1.38930
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 0
• Exact Mass: 164.03342538
• Heavy Atom Count: 12
• Complexity: 193
• Transport DOT Label: Explosive 1.1D

Purity/Quality:

99% ^*data from raw suppliers

5-Nitrobenzotriazole ^*data from reagent suppliers

Safty Information:

• Statements: 3-8
• Safety Statements: 16-17-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NNN=C2C=C1[N+](=O)[O-]

Technology Process of 5-Nitrobenzotriazole

There total 11 articles about 5-Nitrobenzotriazole 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: 97.0%

4-Nitrophenylene-1,2-diamine (99-56-9) → 5-nitrobenzotriazole (2338-12-7)

Guidance literature:

With tert.-butylnitrite; In acetonitrile; at 27 - 29 ℃; for 0.25h;

DOI:10.1039/c8ob01950a

Reference yield: 73.0%

1,2,3-Benzotriazole (95-14-7,27556-51-0) → 4-nitro-1H-benzotriazole (6299-39-4) + 5-nitrobenzotriazole (2338-12-7)

Guidance literature:

With sulfuric acid; nitric acid; at 60 ℃; for 1h;

DOI:10.1016/j.bmcl.2007.06.064

Reference yield: 49.0%

3-[(benzotriazol-1-yl)methyl]tetrahydro-1,3-oxazine → 5-nitrobenzotriazole (2338-12-7)

Guidance literature:

With nitric acid; at 0 - 2 ℃; for 1.5h;

DOI:10.1023/B:RUCB.0000011881.12055.58

upstream raw materials:

1,2-diamino-benzene

4-Nitrophenylene-1,2-diamine

1,2,3-Benzotriazole

1-(5-Nitro-benzotriazol-2-yl)-propan-1-ol

Downstream raw materials:

1-methyl-1H-benzo [d][1,2,3]triazole-5-amine

2-(2,4-difluorophenyl)-1-(6-nitro-1H-benzo[d][1,2,3]triazol-1-yl)-3-(1H-1,2,4-triazol-1-yl)propan-2-ol

Refernces

• 1、 Lv, Min,Ma, Jingchun,Li, Qin,Xu, Hui. "Discovery of benzotriazole-azo-phenol/aniline derivatives as antifungal agents". . p. 181 - 187. Retrieved 2018.
• 2、 Faggyas, Réka J.,Sloan, Nikki L.,Buijs, Ned,Sutherland, Andrew. "Synthesis of Structurally Diverse Benzotriazoles via Rapid Diazotization and Intramolecular Cyclization of 1,2-Aryldiamines". . p. 5344 - 5353. Retrieved 2019/05/21.
• 3、 Briguglio,Piras,Corona,Pirisi,Burrai,Boatto,Gavini,Rassu. "Synthesis of 2-(Quinoxalin-2-ylamino-benzotriazolyl) Pentanedioic Derivatives as Potential Anti-Folate Agents". . p. 1721 - 1737. Retrieved 2016/11/23.