5-Methyl-1H-benzotriazole

Base Information

• Chemical Name: 5-Methyl-1H-benzotriazole
• CAS No.: 136-85-6
• Deprecated CAS: 49636-02-4
• Molecular Formula: C7H7N3
• Molecular Weight: 133.153
• Hs Code.: Oral rat LD50: 1600 mg/kg
• European Community (EC) Number: 205-265-8
• NSC Number: 122012
• UNII: O9DI72TU6U
• DSSTox Substance ID: DTXSID1038743
• Nikkaji Number: J6.123I
• Wikidata: Q17493530
• ChEMBL ID: CHEMBL2148100
• Mol file: 136-85-6.mol

Synonyms:1H-Benzotriazole,5-methyl- (8CI,9CI);Benzotriazole, 5-methyl- (6CI,7CI);5-Methyl-1,2,3-benzotriazole;5-Methyl-1H-benzo[d][1,2,3]triazole;5-Methylbenzotriazole;5-Tolyltriazole;6-Methyl-1,2,3-benzotriazole;6-Tolyltriazole;Tolutriazole;

Chemical Property of 5-Methyl-1H-benzotriazole

Chemical Property:

• Appearance/Colour: cream to beige crystalline powder
• Vapor Pressure: 0.001Pa at 25℃
• Melting Point: 80-82 °C(lit.)
• Refractive Index: 1.5341 (estimate)
• Boiling Point: 289.3 °C at 760 mmHg
• PKA: 8.74±0.40(Predicted)
• Flash Point: 137.4 °C
• PSA: 41.57000
• Density: 1.273 g/cm³
• LogP: 1.26630
• Storage Temp.: Refrigerator
• Water Solubility.: 6.0 g/L (25 ºC)
• XLogP3: 1.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 133.063997236
• Heavy Atom Count: 10
• Complexity: 126

Purity/Quality:

99% ^*data from raw suppliers

5-Methylbenzotriazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xn,Xi
• Statements: 20/21/22-36/37/38-37-22
• Safety Statements: 26-36-38

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=NNN=C2C=C1
• Uses: A potential nitrification inhibitor of urea fertilizer in agricultural soils. 5-Methyl-1H-benzotriazole was used in determination of benzothiazoles and benzotriazoles in waste water samples by GC-MS. It is also used as a potential nitrification inhibitor of urea fertilizer in agricultural soils.

Technology Process of 5-Methyl-1H-benzotriazole

There total 26 articles about 5-Methyl-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: 98.0%

4-methyl-1,2-diaminobenzene (496-72-0) → 5(6)-methylbenzotriazole (136-85-6)

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: 87.0%

1-azido-2-bromo-4- methylbenzene → 5(6)-methylbenzotriazole (136-85-6)

Guidance literature:

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

DOI:10.1039/c9ob00615j

Reference yield: 82.0%

1-azido-2-iodo-4-methyl-benzene (122099-10-9) → 5(6)-methylbenzotriazole (136-85-6)

Guidance literature:

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

DOI:10.1039/c9ob00615j

upstream raw materials:

6-Methyl-1-acetylbenzotriazole

5-methyl-benzotriazole-1-carboxylic acid anilide

4-Methyl-benzene-1,2-diamine; hydrochloride

4-methyl-1,2-diaminobenzene

Downstream raw materials:

5-methyl-4-<(p-toluenesulfonyl)amino>-1-(p-toluenesulfonyl)benzotriazole

4-<(p-toluenesulfonyl)amino>-1-(p-toluenesulfonyl)benzotriazole

4-<(benzenesulfonyl)amino>-1-(p-toluenesulfonyl)benzotriazole

1-(benzenesulfonyl)-4-<(p-toluenesulfonyl)amino>benzotriazole

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、 Guin, Avishek,Gaykar, Rahul N.,Bhattacharjee, Subrata,Biju, Akkattu T.. "Selective Synthesis of N-H and N-Aryl Benzotriazoles by the [3 + 2] Annulation of Sodium Azide with Arynes". . p. 12692 - 12699. Retrieved 2019/10/11.