1219454-89-3

Basic information

• Product Name: Pyridine, 2-[(difluoroMethyl)sulfonyl]-
• Synonyms: Pyridine, 2-[(difluoroMethyl)sulfonyl]-;2-[(DifluoroMethyl)sulfonyl]pyridine;DifluoroMethyl 2-Pyridyl Sulfone;2-PySO2CF2H;Hu Reagent;Difluoromethyl 2-pyridyl sulfone 97% (HPLC);2-(Difluoromethanesulfonyl)pyridine
• CAS NO: 1219454-89-3
• Molecular Formula: C₆H₅F₂NO₂S
• Molecular Weight: 193.1712064
• EINECS: -0
• Product Categories: Aromatics;Heterocycles;Sulfur & Selenium Compounds
• Mol File: 1219454-89-3.mol

Chemical Properties

• Melting Point: 47.0 to 51.0 °C
• Boiling Point: 324.4±42.0 °C(Predicted)
• Appearance: /
• Density: 1.423±0.06 g/cm3(Predicted)
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), Methanol (Slightly)
• PKA: -2.60±0.19(Predicted)
• BRN: 20317604
• CAS DataBase Reference: Pyridine, 2-[(difluoroMethyl)sulfonyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Pyridine, 2-[(difluoroMethyl)sulfonyl]-(1219454-89-3)
• EPA Substance Registry System: Pyridine, 2-[(difluoroMethyl)sulfonyl]-(1219454-89-3)

Safety Data

• Hazard Codes: T
• Statements: 25-36
• Safety Statements: 26-45-24/25
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 1219454-89-3(Hazardous Substances Data)

Usage

Uses

Used in Organic Synthesis:
Pyridine, 2-[(difluoromethyl)sulfonyl]is used as a gem-difluoroolefination reagent for both aldehydes and ketones under basic conditions. This application is particularly valuable in the synthesis of gem-difluoro olefins, which are important building blocks in the development of various pharmaceuticals and agrochemicals.
Used in the Synthesis of 1,1-Difluorinated Alkyl Chains:
The reagent is also used as a crucial intermediate in the formation of 1,1-difluorinated alkyl chains, which are essential for the alkylation of heterocycles. This application highlights the versatility of Pyridine, 2-[(difluoromethyl)sulfonyl]in organic chemistry and its potential in creating novel molecular structures with unique properties.
Used in Nucleophilic Difluoro(Sulfonato)methylation:
Additionally, Pyridine, 2-[(difluoromethyl)sulfonyl]is employed as a reagent in the nucleophilic difluoro(sulfonato)methylation of alcohols, N-sulfinyl imines, and halides. This reaction provides a convenient method for the introduction of difluoromethyl groups into various organic substrates, further expanding the utility of this reagent in synthetic chemistry.

Upstream product

• 2637-34-5 pyridine-2-thione 
• 2637-34-5 2-Sulfanylpyridine 
• 28856-92-0 (Ethoxycarbonyl)methyl 2-pyridyl sulfide 

Downstream Products

• 142-08-5 2-hydroxypyridin 
• 134134-76-2 (4,4-difluorobut-3-en-1-yl)benzene 
• 253266-72-7 5-(2,2-difluorovinyl)benzo[d][1,3]dioxole 
• 149683-62-5 (4,4-difluoro-3-methyl-3-buten-1-yl)benzene 
• 208245-65-2 4-(difluoromethylene)-1-piperidinecarboxylic acid 1,1-dimethylethyl ester 
• 83567-84-4 4-bromo-β,β-difluoro-α-methylstyrene 
• 84750-94-7 1-(2,2-difluorovinyl)-3-nitrobenzene 
• 1608-24-8 3-(2,2-difluoroethenyl)anisole 
• 1219454-96-2 C₁₅H₁₅F₂NO₄S 
• 84750-93-6 1,1-difluoro-2-(4-bromophenyl)ethene 
• 131581-40-3 1,1-difluoro-2-(2-naphthyl)ethene 
• 28321-12-2 (E)-(4,4-difluorobuta-1,3-diene-1-yl)benzene 
• 38935-94-3 4-dimethylamino-β,β-difluorostyrene 
• 1219454-94-0 (E)-(4,4-difluoro-3-methylbuta-1,3-dienyl)benzene 

Relevant articles and documents

Direct synthesis of fluorinated heteroarylether bioisosteres

(Bioiso)steering in a new direction: A modular synthesis of reagents (e.g. sodium difluoroethylsulfinate) that can be used for the direct incorporation of difluoroalkyl groups onto heterocycles is reported. The scope and generality of the incorporation of

Radical Fluoroalkylation of Isocyanides with Fluorinated Sulfones by Visible-Light Photoredox Catalysis

The radical fluoroalkylation of isocyanides with fluorinated sulfones is enabled by visible-light photoredox catalysis. A wide range of readily available mono-, di-, and trifluoromethyl heteroaryl sulfones can thus be used as efficient radical fluoroalkylation reagents under mild conditions. This method not only describes a new synthetic application of fluorinated sulfones, but also provides a new route to fluoroalkyl radicals.

Modified Julia olefination on sugar-derived lactones: Synthesis of difluoro exo-glycals

We report the preparation of difluoro-exo-glycals by gem-difluoroolefination of benzylated sugar-derived lactones using a modified Julia reaction. The addition is highly stereo-selective, and the Smiles-rearrangement-elimination sequence can be carried out under microwave irradiation.

From difluoromethyl 2-pyridyl sulfone to difluorinated sulfonates: A protocol for nucleophilic difluoro(sulfonato)methylation

An efficient method for the synthesis of alkyl α,α- difluorosulfonates has been developed. The selection of the 2-pyridyl group as the aryl substitute on the sulfone is critically important for the success of this transformation (see scheme). The synthetic application of fluorinated sulfones is extended and a unique solution is provided for a long-standing challenge in nucleophilic difluoro(sulfonato)methylation reactions. Copyright

Difluoromethyl 2-pyridyl sulfone: A new gem-difluoroolefination reagent for aldehydes and ketones

Chemical equation presented Difluoromethyl 2-pyridyl sulfone, a previously unknown compound, was found to act as a novel and efficient gem-difluoroolefination reagent for both aldehydes and ketones. It was found that the fluorinated sulfinate intermediate in the reaction is relatively stable, which can be observed by 19F NMR and trapped with CH 3l.