1H-Benzotriazole

Base Information

• Chemical Name: 1H-Benzotriazole
• CAS No.: 95-14-7
• Deprecated CAS: 116421-31-9,25377-81-5,27556-51-0,28880-01-5,70644-74-5,94160-69-7,115773-98-3,197463-08-4,83202-91-9,1334724-96-7,152206-50-3,115773-98-3,1334724-96-7,152206-50-3,197463-08-4,27556-51-0,28880-01-5,70644-74-5,83202-91-9,94160-69-7
• Molecular Formula: C6H5N3
• Molecular Weight: 119.126
• Hs Code.: H5N3 MOL WT. 119.13
• European Community (EC) Number: 202-394-1
• ICSC Number: 1091
• NSC Number: 3058
• UNII: 86110UXM5Y
• DSSTox Substance ID: DTXSID6020147
• Nikkaji Number: J4.709K,J259.309B
• Wikipedia: Benzotriazole
• Wikidata: Q220672
• Metabolomics Workbench ID: 143517
• ChEMBL ID: CHEMBL84963
• Mol file: 95-14-7.mol

Synonyms:benzotriazole

Chemical Property of 1H-Benzotriazole

Chemical Property:

• Appearance/Colour: yellow to beige solid
• Vapor Pressure: 0.04 mm Hg ( 20 °C)
• Melting Point: 97-99 °C(lit.)
• Refractive Index: 1.5589 (estimate)
• Boiling Point: 276.1 °C at 760 mmHg
• PKA: 1.6(at 20℃)
• Flash Point: 133.9 °C
• PSA: 41.57000
• Density: 1.348 g/cm³
• LogP: 0.95790
• Storage Temp.: Refrigerator
• Solubility.: 19g/l
• Water Solubility.: 25 g/l in water (20 ºC)
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 119.048347172
• Heavy Atom Count: 9
• Complexity: 92.5

Purity/Quality:

99.5%, ^*data from raw suppliers

Benzotriazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi,F
• Hazard Codes: Xn,Xi,F
• Statements: 20/22-36-52/53-5-36/37/38-20/21/22-11
• Safety Statements: 26-36/37-61-45-36/37/39-28A

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Triazoles
• Canonical SMILES: C1=CC2=NNN=C2C=C1
• Inhalation Risk: Evaporation at 20 °C is negligible; a nuisance-causing concentration of airborne particles can, however, be reached quickly.
• Effects of Short Term Exposure: The substance is irritating to the eyes.
• Effects of Long Term Exposure: Repeated or prolonged contact may cause skin sensitization.
• Description: 1H-benzotriazole (1H-BTR) is the simplest representative of compounds belonging to the BTRs group. It has a basic structure consisting of a benzene ring fused with a five-membered ring containing three nitrogen atoms.
• Industrial Uses: 1H-benzotriazole finds extensive use as a corrosion inhibitor in industrial plants and is involved in the production of biocides, detergents, drugs, tires, rubber, refrigeration systems, de-icing substances, and UV stabilizers in plastics, paints, films, and sunscreens. It is also added to petroleum products like lubricants and hydraulic fluids.
• Photolysis and Degradation: The photolysis of 1H-benzotriazole in surface waters and the atmosphere is an important degradation pathway. Its transformation rate is pH-dependent, and it can dissociate into an anionic form at higher pH levels, affecting its reactivity with light. Understanding these degradation pathways is crucial for assessing their fate in aquatic ecosystems and predicting the formation of potentially toxic transformation products.
• Derivatives and Industrial Consumption: Various derivatives of benzotriazoles, including 4-methyl-1H-benzotriazole, 5-methyl-1H-benzotriazole, and 5-chloro-1H-benzotriazole, are formed from the basic structure of 1H-benzotriazole. The industrial consumption of 1H-benzotriazole and its derivatives is significant, with large quantities being produced and consumed globally, such as 850 tons produced in the USA in 2012 and an annual consumption of approximately 100 tons in Australia.

Technology Process of 1H-Benzotriazole

There total 257 articles about 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: 96.0%

N-(1-Benzotriazol-1-yl-butyl)-benzamide (117067-47-7) → 1,2,3-Benzotriazole (95-14-7,27556-51-0) + N-butylbenzamide (2782-40-3)

Guidance literature:

With sodium tetrahydroborate; In ethanol; for 3h; Heating;

Reference yield: 75.0%

1-benzyl-1H-benzotriazole (4706-43-8) + benzylidene phenylamine (538-51-2) → 1,2,3-Benzotriazole (95-14-7,27556-51-0) + aniline (62-53-3) + diphenyl acetylene (501-65-5)

Guidance literature:

With potassium tert-butylate; In N,N-dimethyl-formamide; at 75 ℃;

DOI:10.1016/S0040-4039(00)79000-9

Reference yield: 69.0%

methanol (67-56-1) + 1-(benzyloxy)-1H-benzo[d][1,2,3]triazole (68930-15-4) → 1,2,3-Benzotriazole (95-14-7,27556-51-0) + benzaldehyde (100-52-7) + 4-methoxy-aniline (104-94-9) + aniline (62-53-3) + Azobenzene (1227476-15-4) + benzyl alcohol (100-51-6,185532-71-2)

Guidance literature:

for 76h; Product distribution; Irradiation; also with 3-methoxyacetophenone as sensitizer;

upstream raw materials:

benzoimidazole

1-acetyl-1H-benzotriazole

4-diazobenzenesulfonic acid

o-phenylenediamine hydrochloride

Downstream raw materials:

1-(1-Benzyloxy-cyclohexyl)-1H-benzotriazole

1-Benzotriazol-2-yl-cyclohexanol

1-Benzotriazol-1-yl-cyclohexanol

1-acetyl-1H-benzotriazole

Refernces

• 1、 Walunj, Dipak,Egarmina, Katarina,Tuchinsky, Helena,Shpilberg, Ofer,Hershkovitz-Rokah, Oshrat,Grynszpan, Flavio,Gellerman, Gary. "Expedient synthesis and anticancer evaluation of dual-action 9-anilinoacridine methyl triazene chimeras". . p. 237 - 252. Retrieved 2020/08/21.
• 2、 Azeez, Sadaf,Chaudhary, Priyanka,Kandasamy, Jeyakumar,Sabiah, Shahulhameed,Sureshbabu, Popuri. "tert-Butyl nitrite catalyzed synthesis of benzimidazoles from o-phenylenediamine and aldehydes at room temperature". . . Retrieved 2020/02/22.