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Usage

Uses

Used in Organic Synthesis:
N-FLUORO-4-METHYLPYRIDINIUM-2-SULFONATE is used as a fluorinating agent for introducing fluorine atoms into organic molecules, which can substantially alter their chemical and physical properties, enhancing their reactivity and stability.
Used in Pharmaceutical Applications:
In the pharmaceutical industry, N-FLUORO-4-METHYLPYRIDINIUM-2-SULFONATE is utilized as a mild and selective fluorinating reagent. Its use is crucial for the synthesis of various drug molecules where the presence of fluorine can improve the drug's pharmacokinetic and pharmacodynamic properties, such as bioavailability, lipophilicity, and metabolic stability.
Used in Agrochemical Applications:
Similarly, in agrochemicals, N-FLUORO-4-METHYLPYRIDINIUM-2-SULFONATE serves as a selective fluorinating agent, aiding in the development of more effective and targeted pesticides and other crop protection agents. The introduction of fluorine can enhance the pesticidal activity and selectivity, as well as reduce the environmental impact of these chemicals.

InChI:InChI=1/C6H6FNO3S/c1-5-2-3-8(7)6(4-5)12(9,10)11/h2-4H,1H3

Upstream product

• 18616-04-1 4-methylpyridine-2-sulfonic acid 

Downstream Products

• 201034-36-8 2,2-difluoro-2',4'-difluoro-2-(2-methoxyethyl)thioacetophenone 
• 192862-11-6 1-(2,4-difluorophenyl)-2,2-difluoro-2-(methylthio)-1-ethanone 
• 234759-81-0 2-(Cyclopropylthio)-1-(2,4-difluorophenyl)-2,2-difluoro-1-ethanone 

Relevant academic research and scientific papers

Highly Selective Fluorinating Agents: A Counteranion-Bound N-Fluoropyridinium Salt System

A series of alkyl- or (trifluoromethyl)-substituted N-fluoropyridinium-2-sulfonates 2a-h, differing in fluotinating power, were synthesized, and assessment was made of the effectiveness of each selective fluorinating agent.N-Fluoropyridinium-3- and -4-sulfonates 3 and 4 were also synthesized.Power-variables 2a-h were found to be highly selective fluorinating agents for a wide range of nucleophilic substrates such as activated aromatics, enol trialkylsilyl and alkyl ethers, active methylene compounds, activated olefins, and sulfides.Thus, phenol, naphthol, phenylurethane, and the trimethylsilyl ether of phenol were exclusively or highly selectively fluorinated at the o-position with 2f-h.Conjugated enol trialkylsilyl ethers of a steroid were regioselectively fluorinated at the 6-position with moderately powerful 2b-e.This regioselectivity increased with the bulkiness of the silyl part, and with the most bulky triisopropylsilyl group exclusive 6-fluorination was achieved.Preferential β-stereoselective fluorination at the 6-position was observed.N-Fluoropyridinium-2-sulfonates were activated with an acid.This acid-catalyzed fluorination led to the preferential p-fluorination of anisole.The present results can be explained based on the capacity of the 2-sulfonate anion to interact with the hydroxy group of phenol or naphthol, NH group of phenylurethane, silicon atoms of silyl ethers, or protons of acids.

Certain substituted N-fluoropyridiniumsulfonates

A substituted N-fluoropyridiniumsulfonate of the formula: STR1 in which R1 is a hydrogen atom, a halogen atom or a C1 -C4 alkyl or haloalkyl group, and R2 is a C1 -C4 alkyl or haloalkyl group, which is an effective fluorinating agent.