Pyridine, 2-[(difluoromethyl)sulfonyl]-

Base Information

• Chemical Name: Pyridine, 2-[(difluoromethyl)sulfonyl]-
• CAS No.: 1219454-89-3
• Molecular Formula: C6H5F2NO2S
• Molecular Weight: 193.174
• Hs Code.: 29339900
• Mol file: 1219454-89-3.mol

Synonyms:Pyridine, 2-[(difluoroMethyl)sulfonyl]-;2-[(DifluoroMethyl)sulfonyl]pyridine;DifluoroMethyl 2-Pyridyl Sulfone

Chemical Property of Pyridine, 2-[(difluoromethyl)sulfonyl]-

Chemical Property:

• Melting Point: 47.0 to 51.0 °C
• Boiling Point: 324.4±42.0 °C(Predicted)
• PKA: -2.60±0.19(Predicted)
• PSA: 55.41000
• Density: 1.423±0.06 g/cm3(Predicted)
• LogP: 2.15870
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%, ^*data from raw suppliers

2-[(Difluoromethyl)sulfonyl]pyridine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-45-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-[(Difluoromethyl)sulfonyl]pyridine is a new novel gem-difluoroolefination reagent for both aldehydes and ketones. Reagent is used in the olefination of ketones and aldehydes to form gem-difluoro olefins under basic conditions. Product is also used as a crucial intermediate toward making 1,1-difluorinated alkyl chains for the alkylation of heterocycles.

Technology Process of Pyridine, 2-[(difluoromethyl)sulfonyl]-

There total 5 articles about Pyridine, 2-[(difluoromethyl)sulfonyl]- 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: 99.0%

2-((difluoromethyl)thio)pyridine → 2-((difluoromethyl)sulfonyl)pyridine (1219454-89-3)

Guidance literature:

With sodium periodate; ruthenium(III) chloride trihydrate; In tetrachloromethane; water; acetonitrile; at 20 ℃; for 12h; Inert atmosphere; Schlenk technique;

DOI:10.1002/anie.201510533

Reference yield: 30.0%

ethyl 2-(pyridine-2-ylsulfonyl)acetate → 2-((difluoromethyl)sulfonyl)pyridine (1219454-89-3)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; water; Inert atmosphere;

DOI:10.1002/ejoc.201403175

Reference yield:

2-Sulfanylpyridine (2637-34-5,73018-10-7) → 2-((difluoromethyl)sulfonyl)pyridine (1219454-89-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium hydroxide / water; acetonitrile / 0.5 h / -30 °C

2: sodium periodate; rhodium(III) chloride hydrate / 14 h / 20 °C

With sodium periodate; rhodium(III) chloride hydrate; potassium hydroxide; In water; acetonitrile;

DOI:10.1002/anie.201300763

upstream raw materials:

pyridine-2-thione

2-Sulfanylpyridine

(Ethoxycarbonyl)methyl 2-pyridyl sulfide

Downstream raw materials:

2-hydroxypyridin

(4,4-difluorobut-3-en-1-yl)benzene

5-(2,2-difluorovinyl)benzo[d][1,3]dioxole

(4,4-difluoro-3-methyl-3-buten-1-yl)benzene

Refernces

• 1、 Rong, Jian,Deng, Ling,Tan, Ping,Ni, Chuanfa,Gu, Yucheng,Hu, Jinbo. "Radical Fluoroalkylation of Isocyanides with Fluorinated Sulfones by Visible-Light Photoredox Catalysis". supporting information. p. 2743 - 2747. Retrieved 2016/02/26.
• 2、 Prakash, G. K. Surya,Ni, Chuanfa,Wang, Fang,Hu, Jinbo,Olah, George A.. "From difluoromethyl 2-pyridyl sulfone to difluorinated sulfonates: A protocol for nucleophilic difluoro(sulfonato)methylation". supporting information; experimental part. p. 2559 - 2563. Retrieved 2011/04/26.