2-METHYLSULFONYL-5-TRIFLUOROMETHYLPYRIDINE

Base Information

• Chemical Name: 2-METHYLSULFONYL-5-TRIFLUOROMETHYLPYRIDINE
• CAS No.: 178204-50-7
• Molecular Formula: C₇H₆F₃NO₂S
• Molecular Weight: 225.191
• Mol file: 178204-50-7.mol

Synonyms:2-(methylsulfonyl)-5-(trifluoromethyl)pyridine

Chemical Property of 2-METHYLSULFONYL-5-TRIFLUOROMETHYLPYRIDINE

Chemical Property:

• Melting Point: 133-136°C

Purity/Quality:

96% ^*data from raw suppliers

2-(Methylsulfonyl)-5-(trifluoromethyl)pyridine 97% ^*data from reagent suppliers

Safty Information:

• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-45

MSDS Files:

Useful:

Technology Process of 2-METHYLSULFONYL-5-TRIFLUOROMETHYLPYRIDINE

There total 2 articles about 2-METHYLSULFONYL-5-TRIFLUOROMETHYLPYRIDINE 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: 93.0%

2-(methylthio)-5-(trifluoromethyl)pyridine (650592-47-5) → 2-(methylsulfonyl)-5-(trifluoromethyl)pyridine (178204-50-7)

Guidance literature:

With sodium periodate; rhodium(III) chloride hydrate; In dichloromethane; water; at 20 ℃; for 5h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b03918

Reference yield:

2-mercapto-5-trifluoromethylpyridine (76041-72-0) → 2-(methylsulfonyl)-5-(trifluoromethyl)pyridine (178204-50-7)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran; acetonitrile / 0.33 h / 0 °C / Inert atmosphere; Schlenk technique

1.2: 12 h / Inert atmosphere; Schlenk technique

2.1: sodium periodate; rhodium(III) chloride hydrate / water; dichloromethane / 5 h / 20 °C / Inert atmosphere; Schlenk technique

With sodium periodate; rhodium(III) chloride hydrate; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; dichloromethane; water; acetonitrile;

DOI:10.1021/acs.orglett.8b03918

Reference yield: 89.0%

2-(methylsulfonyl)-5-(trifluoromethyl)pyridine (178204-50-7) + phenylmagnesium bromide (100-58-3) → 2-phenyl-5-(trifluoromethyl)pyridine (188527-56-2)

Guidance literature:

In tetrahydrofuran; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.8b03918

upstream raw materials:

2-(methylthio)-5-(trifluoromethyl)pyridine

2-mercapto-5-trifluoromethylpyridine

Downstream raw materials:

2-phenyl-5-(trifluoromethyl)pyridine

Refernces

• 1、 Wei, Jun,Liang, Huamin,Ni, Chuanfa,Sheng, Rong,Hu, Jinbo. "Transition-Metal-Free Desulfinative Cross-Coupling of Heteroaryl Sulfinates with Grignard Reagents". supporting information. . Retrieved 2019/02/05.