5-Bromo-1H-benzotriazole

Base Information

• Chemical Name: 5-Bromo-1H-benzotriazole
• CAS No.: 32046-62-1
• Molecular Formula: C6H4BrN3
• Molecular Weight: 198.022
• Hs Code.: 2933990090
• European Community (EC) Number: 813-000-8
• DSSTox Substance ID: DTXSID10423286
• Nikkaji Number: J57.992K
• Wikidata: Q82235465
• Mol file: 32046-62-1.mol

Synonyms:5-Bromo-1H-benzotriazole;32046-62-1;5-bromo-2H-benzotriazole;5-bromo-1H-1,2,3-benzotriazole;5-bromobenzotriazole;6-bromo-1H-1,2,3-benzotriazole;5-bromo-1H-benzo[d][1,2,3]triazole;1H-Benzotriazole, 5-bromo-;6-bromanyl-1~{H}-benzotriazole;MFCD00464510;6-bromo-1H-benzo[d][1,2,3]triazole;5-Brom-benztriazol;6-Bromo-1H-benzotriazole;EC-000.1700;SCHEMBL204484;SCHEMBL16156067;DTXSID10423286;BQCIJWPKDPZNHD-UHFFFAOYSA-N;AMY40007;BCP26822;STK169678;5-Bromo-1H-benzotriazole, AldrichCPR;AKOS003238551;AKOS005151947;AB06216;FS-2375;5-Bromo-1H-benzo[d]-1,2,3-triazole;SY024854;BB 0257895;CS-0030413;FT-0649089;A15477;EN300-137666;J-516792;Z1198153729;NKW

Chemical Property of 5-Bromo-1H-benzotriazole

Chemical Property:

• Vapor Pressure: 8.76E-05mmHg at 25°C
• Refractive Index: 1.745
• Boiling Point: 340.2 °C at 760 mmHg
• PKA: 7.45±0.40(Predicted)
• Flash Point: 159.5 °C
• PSA: 41.57000
• Density: 1.894 g/cm³
• LogP: 1.72040
• Storage Temp.: Sealed in dry,Room Temperature
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 196.95886
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

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

5-Bromobenzotriazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 22

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NNN=C2C=C1Br

Technology Process of 5-Bromo-1H-benzotriazole

There total 6 articles about 5-Bromo-1H-benzotriazole 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: 94.0%

4-Bromo-benzene-1,2-diamine (1575-37-7) → 5-bromo-1H-benzotriazole (32046-62-1)

Guidance literature:

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

DOI:10.1039/c8ob01950a

Reference yield: 83.0%

4-bromo-1,2-phenylenediamine dihydrochloride → 5-bromo-1H-benzotriazole (32046-62-1)

Guidance literature:

With hydrogenchloride; sodium nitrite; In water; at 0 - 20 ℃;

DOI:10.1021/jp102848y

Reference yield:

4-Bromo-2-nitroaniline (875-51-4) → 5-bromo-1H-benzotriazole (32046-62-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / H₂NNH₂; FeCl₃*6H₂O / methanol

2: 75 percent / NaNO₂; 5 percent AcOH

With iron(III) chloride; acetic acid; hydrazine; sodium nitrite; In methanol;

DOI:10.1016/S0960-894X(02)00026-4

upstream raw materials:

1-acetyl-5-bromo-1H-benzotriazole

4-Bromo-benzene-1,2-diamine

4-Bromo-2-nitroaniline

Downstream raw materials:

1-methyl-5-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole

1-methyl-6-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-benzo[d][1,2,3]triazole

6-bromo-1-methyl-1H-1,2,3-benzotriazole

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

Refernces

• 1、 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.
• 2、 Azeez, Sadaf,Chaudhary, Priyanka,Sureshbabu, Popuri,Sabiah, Shahulhameed,Kandasamy, Jeyakumar. "Tert -Butyl nitrite mediated nitrogen transfer reactions: Synthesis of benzotriazoles and azides at room temperature". supporting information. p. 6902 - 6907. Retrieved 2018/10/02.