147541-01-3

Basic information

• Product Name: N-FLUORO-4,6-DIMETHYLPYRIDINIUM-2-SULFONATE
• Synonyms: DAIKIN MEC-01;N-FLUORO-4,6-DIMETHYLPYRIDINIUM-2-SULFONATE;N-FLUORO-4,6-DIMETHYLPYRIDINIUM-2-SULPHONATE;Pyridinium,1-fluoro-4,6-dimethyl-2-sulfo-, inner salt
• CAS NO: 147541-01-3
• Molecular Formula: C7H8FNO3S
• Molecular Weight: 205.21
• Mol File: 147541-01-3.mol
• Article Data: 2

Chemical Properties

• Melting Point: 207-212°C (dec.)
• Appearance: /
• CAS DataBase Reference: N-FLUORO-4,6-DIMETHYLPYRIDINIUM-2-SULFONATE(CAS DataBase Reference)
• NIST Chemistry Reference: N-FLUORO-4,6-DIMETHYLPYRIDINIUM-2-SULFONATE(147541-01-3)
• EPA Substance Registry System: N-FLUORO-4,6-DIMETHYLPYRIDINIUM-2-SULFONATE(147541-01-3)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36/37/39
• Hazardous Substances Data: 147541-01-3(Hazardous Substances Data)

Usage

General Description

N-FLUORO-4,6-DIMETHYLPYRIDINIUM-2-SULFONATE is a chemical compound with the formula C7H9FNO3S. It is a salt formed from a pyridinium cation with two methyl groups at the 4 and 6 positions, a fluorine atom, and a sulfonate anion. N-FLUORO-4,6-DIMETHYLPYRIDINIUM-2-SULFONATE is commonly used as a fluorinating agent in organic synthesis, where it is employed to introduce fluorine atoms into organic molecules. It is a white crystalline solid with a high solubility in water, making it easy to handle and use in various reactions. This chemical is an important reagent in the production of pharmaceuticals, agrochemicals, and materials with fluorine-containing functionalities.

InChI:InChI=1/C7H8FNO3S/c1-5-3-6(2)9(8)7(4-5)13(10,11)12/h3-4H,1-2H3

Relevant articles and documents

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.