5-Chlorobenzotriazole

Base Information

• Chemical Name: 5-Chlorobenzotriazole
• CAS No.: 94-97-3
• Molecular Formula: C6H4ClN3
• Molecular Weight: 153.571
• Hs Code.: 29339900
• European Community (EC) Number: 202-378-4
• NSC Number: 58361,16507
• UNII: 8C7O46G78K
• DSSTox Substance ID: DTXSID0047450
• Nikkaji Number: J38.323F
• Wikidata: Q27893434
• ChEMBL ID: CHEMBL3187395
• Mol file: 94-97-3.mol

Synonyms:5-Chlorobenzotriazole;94-97-3;1H-Benzotriazole, 5-chloro-;5-Chloro-1H-benzo[d][1,2,3]triazole;5-chloro-2H-benzotriazole;6-Chlorobenzotriazole;5-Chloro-1H-benzotriazole;5-Chloro-2H-benzo[d][1,2,3]triazole;1185742-20-4;1H-Benzotriazole, 6-chloro-;6-Chloro-1H-benzotriazole;CHEMBL3187395;DTXSID0047450;8C7O46G78K;EINECS 202-378-4;MFCD00005700;NSC 16507;NSC-16507;NSC-58361;AI3-52175;5-chlorbenzotriazol;NSC16507;5-Chloro-1H-1,2,3-benzotriazole;6-chloro-benzotriazole;5Cl-BTR;6-chloro-1-h-benzotriazole;5-Chlorobenzotriazole, 99%;BIDD:GT0841;SCHEMBL203784;UNII-8C7O46G78K;DTXCID8027450;PZBQVZFITSVHAW-UHFFFAOYSA-;BENZOTRIAZOLE, 5-CHLORO-;6-chloro-1H-1,2,3-benzotriazole;NSC58361;Tox21_302472;BDBM50498200;BR1276;AKOS005061649;AKOS005061651;5-Chloro-1H-1,2,3-benzotriazole #;CCG-321479;FS-2550;CAS-94-97-3;NCGC00256833-01;SY002109;BB 0243853;BB 0243856;CS-0040225;FT-0620198;A11419;F88519;A845143;W-100178;Q27893434

Chemical Property of 5-Chlorobenzotriazole

Chemical Property:

• Appearance/Colour: off-white powder
• Vapor Pressure: 0.013mmHg at 25°C
• Melting Point: 155-159 °C
• Refractive Index: 1.696
• Boiling Point: 315.5 °C at 760 mmHg
• PKA: 7.46±0.40(Predicted)
• Flash Point: 173.9 °C
• PSA: 41.57000
• Density: 1.531 g/cm³
• LogP: 1.61130
• Water Solubility.: SOLUBLE IN HOT WATER
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 153.0093748
• Heavy Atom Count: 10
• Complexity: 130

Purity/Quality:

99% ^*data from raw suppliers

5-Chlorobenzotriazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi,Xn
• Hazard Codes: Xn,Xi
• Statements: 22-37
• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1=CC2=NNN=C2C=C1Cl
• Uses: 5-Chlorobenzotriazole is a good inhibitor; it decreases anodic and cathodic reaction rates, and the highest inhibition efficiency was 91.2%. The inhibitory effect of 5-chlorobenzotriazole is explained by the formation of the layer on the copper surface.

Technology Process of 5-Chlorobenzotriazole

There total 18 articles about 5-Chlorobenzotriazole 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: 99.0%

4-Chloro-1,2-phenylenediamine (95-83-0) → 5-chlorobenzotriazole (94-97-3)

Guidance literature:

With K₁₀ Montmorillonite Clay; sodium nitrite; In neat (no solvent, solid phase); at 110 ℃; for 1h; Microwave irradiation; Green chemistry;

DOI:10.1039/c7gc00901a

Reference yield: 92.0%

5-chloro-1H-benzo[d][1,2,3]triazol-1-ol (26185-64-8) → 5-chlorobenzotriazole (94-97-3)

Guidance literature:

5-chloro-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: 81.0%

1-azido-2-bromo-4- chlorobenzene (1272317-01-7) → 5-chlorobenzotriazole (94-97-3)

Guidance literature:

With n-butyllithium; In tetrahydrofuran; hexane; at -85 - 20 ℃;

DOI:10.1039/c9ob00615j

upstream raw materials:

4-Chloro-1,2-phenylenediamine

1-Cyclopentoxy-5-chloro-1,2,3-benzotriazole

1-Cyclohexoxy-5-chloro-1,2,3-benzotriazole

1-Cycloheptoxy-5-chloro-1,2,3-benzotriazole

Downstream raw materials:

4,5,6,7-tetrachloro-1H-benzotriazole

5-chloro-2-(1-cyclohexylallyl)-2H-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、 Ageshina, Alexandra A.,Chesnokov, Gleb A.,Topchiy, Maxim A.,Alabugin, Igor V.,Nechaev, Mikhail S.,Asachenko, Andrey F.. "Making endo-cyclizations favorable again: A conceptually new synthetic approach to benzotriazoles via azide group directed lithiation/cyclization of 2-azidoaryl bromides". supporting information. p. 4523 - 4534. Retrieved 2019/05/17.