5,6-Dimethyl-1H-benzotriazole

Base Information

• Chemical Name: 5,6-Dimethyl-1H-benzotriazole
• CAS No.: 4184-79-6
• Molecular Formula: C8H9N3
• Molecular Weight: 147.18
• Hs Code.: 29339980
• European Community (EC) Number: 224-058-3
• NSC Number: 62005
• DSSTox Substance ID: DTXSID70881186
• Nikkaji Number: J1.971.841G,J224.983I
• Wikidata: Q63409779
• Mol file: 4184-79-6.mol

Synonyms:4184-79-6;5,6-Dimethyl-1H-benzotriazole;5,6-Dimethyl-1H-benzo[d][1,2,3]triazole;5,6-Dimethylbenzotriazole;5,6-Dimethyl-1H-1,2,3-benzotriazole;5,6-dimethyl-2H-benzotriazole;5,6-DiMethyl-1,2,3-benzotriazole Hydrate;1H-Benzotriazole, 5,6-dimethyl-;EINECS 224-058-3;MFCD00005703;AI3-52170;5,6-Dimethylazimidobenzene;NSC62005;5,6-diMe-BTR;5,6-DIMETHYL-1,2,3-BENZOTRIAZOLEHYDRATE;SCHEMBL271074;SCHEMBL8215393;DTXSID70881186;5,6-Dimethyl-1,2,3-benzotriazole;NSC 62005;NSC-62005;AKOS006229072;5,6-Dimethyl-1H-1,2,3-benzotriazole #;CS-0452297;D2177;D90006;A825673;Q63409779

Chemical Property of 5,6-Dimethyl-1H-benzotriazole

Chemical Property:

• Appearance/Colour: yellow to brown crystalline powder
• Vapor Pressure: 0.000628mmHg at 25°C
• Melting Point: 152-156 °C (lit.)
• Refractive Index: 1.655
• Boiling Point: 309.7 °C at 760 mmHg
• PKA: 8.92±0.40(Predicted)
• Flash Point: 145.6 °C
• PSA: 50.80000
• Density: 1.217 g/cm³
• LogP: 1.51040
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• XLogP3: 1.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 147.079647300
• Heavy Atom Count: 11
• Complexity: 132

Purity/Quality:

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

5,6-Dimethyl-1,2,3-benzotriazole Hydrate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-37/39

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC1=CC2=NNN=C2C=C1C

Technology Process of 5,6-Dimethyl-1H-benzotriazole

There total 8 articles about 5,6-Dimethyl-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: 95.0%

4,5-dimethyl-1,2-phenylenediamine (3171-45-7) → 5,6-dimethylbenzotriazole (4184-79-6)

Guidance literature:

With K₁₀ Montmorillonite Clay; sodium nitrite; In neat (no solvent, solid phase); at 120 ℃; for 1h; Microwave irradiation; Green chemistry;

DOI:10.1039/c7gc00901a

Reference yield: 27.0%

4,5-dimethyl-2-(trimethylsilyl)phenyl triflate (458566-99-9) → 5,6-dimethylbenzotriazole (4184-79-6)

Guidance literature:

With sodium azide; 18-crown-6 ether; cesium fluoride; In acetonitrile; at 70 ℃; for 12h; Inert atmosphere;

DOI:10.1021/acs.joc.9b02198

Reference yield:

N-(2-amino-4,5-dimethylphenyl)benzamide oxime (86255-32-5) → 5,6-dimethylbenzotriazole (4184-79-6)

Guidance literature:

Multi-step reaction with 2 steps

1: conc. HCl, NaNO₂ / H₂O / 1 h / Ambient temperature

2: conc. HCl / 2 h / Heating

With hydrogenchloride; sodium nitrite; In water;

upstream raw materials:

4,5-dimethyl-1,2-phenylenediamine

1-(5,6-Dimethyl-benzotriazol-2-yl)-propan-1-ol

1-(5,6-Dimethyl-benzotriazol-1-yl)-propan-1-ol

1-benzohydroximoyl-5,6-dimethylbenzotriazole

Downstream raw materials:

1-acetyl-5,6-dimethylbenzotriazole

7,8-Dimethyl-γ-carbolin

8,9-dimethyl-11H-indolo<3,2-c>quinoline

Refernces

• 1、 Hameed, Shehryar,Kanwal,Seraj, Faiza,Rafique, Rafaila,Chigurupati, Sridevi,Wadood, Abdul,Rehman, Ashfaq Ur,Venugopal, Vijayan,Salar, Uzma,Taha, Muhammad,Khan, Khalid Mohammed. "Synthesis of benzotriazoles derivatives and their dual potential as α-amylase and α-glucosidase inhibitors in vitro: Structure-activity relationship, molecular docking, and kinetic studies". . . Retrieved 2019/09/10.
• 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.