5-(Trifluoromethyl)-1H-1,2,3-Benzotriazole

Base Information

• Chemical Name: 5-(Trifluoromethyl)-1H-1,2,3-Benzotriazole
• CAS No.: 1548-67-0
• Molecular Formula: C7H4 F3 N3
• Molecular Weight: 187.124
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40423350
• Nikkaji Number: J1.751.955G
• Wikidata: Q82235552
• Mol file: 1548-67-0.mol

Synonyms:1548-67-0;5-(Trifluoromethyl)-1H-1,2,3-Benzotriazole;5-(trifluoromethyl)-2H-benzotriazole;5-(trifluoromethyl)-1H-benzo-1,2,3-triazole;5-(Trifluoromethyl)-1H-benzo[d][1,2,3]triazole;Maybridge1_006438;HMS559M14;SCHEMBL203467;DTXSID40423350;CHEBI:195148;5-(triluoromethyl)-2H-benzotriazole;MFCD00173974;5-(Trifluoromethyl)-1H-benzotriazole;6-(trifluoromethyl)-1H-benzotriazole;AKOS003232045;LS-07405;CS-0205001;FT-0633655;F87810;1H-1,2,3-benzotriazole, 6-(trifluoromethyl)-;5-(Trifluoromethyl)-1H-1,2,3-benzotriazole, AldrichCPR

Chemical Property of 5-(Trifluoromethyl)-1H-1,2,3-Benzotriazole

Chemical Property:

• Vapor Pressure: 0.00661mmHg at 25°C
• Boiling Point: 271°C at 760 mmHg
• Flash Point: 117.7°C
• PSA: 41.57000
• Density: 1.535g/cm³
• LogP: 1.97670
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 187.03573163
• Heavy Atom Count: 13
• Complexity: 194

Purity/Quality:

99% ^*data from raw suppliers

5-(Trifluoromethyl)-1H-1,2,3-benzotriazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25
• Safety Statements: 45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=NNN=C2C=C1C(F)(F)F

Technology Process of 5-(Trifluoromethyl)-1H-1,2,3-Benzotriazole

There total 8 articles about 5-(Trifluoromethyl)-1H-1,2,3-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: 100.0%

4-(trifluoromethyl)-1,2-phenylenediamine (368-71-8) → 5-Trifluoromethylbenzotriazole (1548-67-0)

Guidance literature:

With hydrogenchloride; sodium nitrite; In acetic acid; at 0 - 25 ℃; for 0.75h;

Reference yield: 92.0%

5-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-1-ol → 5-Trifluoromethylbenzotriazole (1548-67-0)

Guidance literature:

5-(trifluoromethyl)-1H-benzo[d][1,2,3]triazol-1-ol; With triethylamine; In acetonitrile; at 20 ℃; for 0.5h;

With tetrahydroxydiboron; In acetonitrile; at 50 ℃; for 0.5h;

DOI:10.1002/adsc.201400889

Reference yield: 75.0%

6-trifluoromethyl-1-hydroxybenzotriazole (26198-21-0) → 5-Trifluoromethylbenzotriazole (1548-67-0)

Guidance literature:

With 2,3-dimethyl-2,3-butane diol; In N,N-dimethyl acetamide; at 120 ℃; for 0.25h; Microwave irradiation; Sealed tube; Green chemistry;

DOI:10.1002/adsc.201700071

upstream raw materials:

4-(trifluoromethyl)-1,2-phenylenediamine

3-chloro-4-nitrobenzotrifluoride

1-fluoro-2-nitro-4-trifluoromethyl-benzene

6-trifluoromethyl-1-hydroxybenzotriazole

Refernces

• 1、 Gurram, Venkateshwarlu,Akula, Hari K.,Garlapati, Ramesh,Pottabathini, Narender,Lakshman, Mahesh K.. "Mild and general access to diverse 1H-benzotriazoles via diboron-mediated N-OH deoxygenation and palladium-catalyzed C-C and C -N bond formation". . p. 451 - 462. Retrieved 2015.
• 2、 Desai, Shrey P.,Taylor, Mark S.. "Diarylborinic Acid-Catalyzed Regioselective Ring Openings of Epoxy Alcohols with Pyrazoles, Imidazoles, Triazoles, and Other Nitrogen Heterocycles". supporting information. p. 7049 - 7054. Retrieved 2021/09/13.
• 3、 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.