1H-naphtho(2,3-d)triazole

Base Information

• Chemical Name: 1H-naphtho(2,3-d)triazole
• CAS No.: 269-12-5
• Molecular Formula: C10H7 N3
• Molecular Weight: 169.186
• DSSTox Substance ID: DTXSID40181403
• Nikkaji Number: J745.118K
• Wikidata: Q83052021
• Mol file: 269-12-5.mol

Synonyms:1,2,3-Triaza-5,6-benzindene

Chemical Property of 1H-naphtho(2,3-d)triazole

Chemical Property:

• Vapor Pressure: 2.23E-06mmHg at 25°C
• Melting Point: 187 °C
• Boiling Point: 392.8°Cat760mmHg
• PKA: 8.38±0.30(Predicted)
• Flash Point: 193.2°C
• Density: 1.381g/cm³
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly)
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 169.063997236
• Heavy Atom Count: 13
• Complexity: 175

Purity/Quality:

98% ^*data from raw suppliers

1H-Naphtho[2,3-d][1,2,3]triazole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC2=CC3=NNN=C3C=C2C=C1
• Uses: 1H-naphtho[2,3-d][1,2,3]triazole is used in the formation of chemical-mechanical polishing fluid.

Technology Process of 1H-naphtho(2,3-d)triazole

There total 4 articles about 1H-naphtho(2,3-d)triazole 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: 67.0%

2,3-Diaminonaphthalene (771-97-1) → 1H-Naphtho<2,3-d><1,2,3>triazole (269-12-5)

Guidance literature:

With toluene-4-sulfonic acid; In methanol; at 0 - 20 ℃; for 1h; Inert atmosphere;

DOI:10.1002/ejoc.201900463

Reference yield: 31.0%

2-(trimethylsilyl)naphthalen-3-yl trifluoromethanesulfonate (780820-43-1) → 1H-Naphtho<2,3-d><1,2,3>triazole (269-12-5)

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:

2,3-naphthalene bishydrazine (81903-36-8) → 1H-Naphtho<2,3-d><1,2,3>triazole (269-12-5)

Guidance literature:

With hydrogenchloride;

upstream raw materials:

2,3-Diaminonaphthalene

2,3-naphthalene bishydrazine

2,3-naphthalenediol

2-(trimethylsilyl)naphthalen-3-yl trifluoromethanesulfonate

Downstream raw materials:

naphthalen-2-ylamine

1-[2'-(1-triphenylmethyl-1H-tetrazol-5-yl)-biphenyl-4-ylmethyl]-1H-naphtho[2,3-d][1,2,3]triazole

Methyl 4'-(naphtho[2,3-d][1,2,3]triazol-1-yl)methyl-biphenyl-2-carboxylate

Refernces

• 1、 Qu, Erdong,Li, Shangzhang,Bai, Jin,Zheng, Yan,Li, Wanfang. "Nickel-Catalyzed Reductive Cross-Coupling of N-Acyl and N-Sulfonyl Benzotriazoles with Diverse Nitro Compounds: Rapid Access to Amides and Sulfonamides". supporting information. p. 58 - 63. Retrieved 2021/12/27.
• 2、 Ghosh, Sourav,Roy, Punarbasu,Prasad, Sanjay,Mugesh, Govindasamy. "Crystal-facet-dependent denitrosylation: Modulation of NO release from S-nitrosothiols by Cu2O polymorphs". . p. 5308 - 5318. Retrieved 2019/05/29.