5-Methylsulfonyl-1-phenyltetrazole

Base Information

• Chemical Name: 5-Methylsulfonyl-1-phenyltetrazole
• CAS No.: 3206-44-8
• Molecular Formula: C8H8 N4 O2 S
• Molecular Weight: 224.243
• NSC Number: 141872
• DSSTox Substance ID: DTXSID70953938
• Nikkaji Number: J373.547H
• Wikidata: Q82932890
• Mol file: 3206-44-8.mol

Synonyms:3206-44-8;5-methylsulfonyl-1-phenyltetrazole;5-(methanesulfonyl)-1-phenyl-1H-tetrazole;NSC141872;5-(methylsulfonyl)-1-phenyl-1,2,3,4-tetraazole;SCHEMBL12443641;DTXSID70953938;STK667215;AKOS003368782;CCG-354065;NSC-141872;NCGC00167374-01;5-(methylsulfonyl)-1-phenyl-1H-tetrazole;5-(METHYLSULFONYL)-1-PHENYL-1H-1,2,3,4-TETRAAZOLE

Chemical Property of 5-Methylsulfonyl-1-phenyltetrazole

Chemical Property:

• Vapor Pressure: 1.29E-07mmHg at 25°C
• Boiling Point: 430.5°Cat760mmHg
• Flash Point: 214.2°C
• Density: 1.5g/cm³
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 2
• Exact Mass: 224.03679668
• Heavy Atom Count: 15
• Complexity: 307

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CS(=O)(=O)C1=NN=NN1C2=CC=CC=C2

Technology Process of 5-Methylsulfonyl-1-phenyltetrazole

There total 7 articles about 5-Methylsulfonyl-1-phenyltetrazole 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: 100.0%

5-methylsulfanyl-1-phenyl-1H-tetrazole (1455-92-1) → 5-methanesulfonyl-1-phenyl-1H-tetrazole (3206-44-8)

Guidance literature:

With acetonitrile complex of hypofluorous acid; In dichloromethane; at 0 ℃;

DOI:10.1021/jo100278z

Reference yield:

1-Phenyl-1H-tetrazole-5-thiol (86-93-1) → 5-methanesulfonyl-1-phenyl-1H-tetrazole (3206-44-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / NaH / dimethylformamide / 2 h / 20 °C

2: 81 percent / aq. H₂O₂; ammonium molybdate tetrahydrate / ethanol / 0 - 20 °C

With ammonium molybdate(VI) tetrahydrate; dihydrogen peroxide; sodium hydride; In ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jo052370h

Reference yield:

1-phenyl-1H-tetrazole-5-thiol (86-93-1) → 5-methanesulfonyl-1-phenyl-1H-tetrazole (3206-44-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / aq. sodium hydroxide / tetrabutylammonium bromide / CHCl₃ / 3 h / 20 °C

2: 97 percent / potassium permanganate / tetrabutylammonium bromide / CH₂Cl₂; H₂O; acetic acid / 20 °C

With sodium hydroxide; potassium permanganate; tetrabutylammomium bromide; In dichloromethane; chloroform; water; acetic acid; 1: Methylation / 2: Oxidation;

upstream raw materials:

5-methylsulfanyl-1-phenyl-1H-tetrazole

1-Phenyl-1H-tetrazole-5-thiol

1-phenyl-1H-tetrazole-5-thiol

Downstream raw materials:

5-methoxy-1-phenyl-1H-tetrazole

5-(4'-methylphenoxy)-1-phenyl-1H-tetrazole

1-phenyl-5-phenoxy-1H-tetrazole

5-(3-methoxy-phenoxy)-1-phenyl-1H-tetrazole

Refernces

• 1、 Chen, Ze,Du, Feng-Huan,Hu, Ze-Nan,Jia, Meng-Cheng,Ren, Jing,Zhang, Chi. "Ring Expansion Fluorination of Unactivated Cyclopropanes Mediated by a New Monofluoroiodane(III) Reagent". supporting information. p. 24171 - 24178. Retrieved 2021/10/08.
• 2、 Toda, Narihiro,Asano, Shigehiro,Barbas, Carlos F.. "Rapid, stable, chemoselective labeling of thiols with Julia- Kocienski-like reagents: A serum-stable alternative to maleimide-based protein conjugation". supporting information. p. 12592 - 12596. Retrieved 2013/12/04.