565-45-7

Basic information

• Product Name: methyl p-fluorobenzenesulphonate
• Synonyms: 4-fluoro-benzenesulfonic acid methyl ester; 4-Fluor-benzolsulfonsaeure-methylester
• CAS NO: 565-45-7
• Molecular Formula: C₇H₇FO₃S
• Molecular Weight: 190.19200
• Mol File: 565-45-7.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: methyl p-fluorobenzenesulphonate(CAS DataBase Reference)
• NIST Chemistry Reference: methyl p-fluorobenzenesulphonate(565-45-7)
• EPA Substance Registry System: methyl p-fluorobenzenesulphonate(565-45-7)

Safety Data

• Hazardous Substances Data: 565-45-7(Hazardous Substances Data)

Usage

General Description

Methyl p-fluorobenzenesulphonate is a chemical compound with the molecular formula C7H7FO3S. It is a white to off-white solid that is commonly used as a reagent in organic synthesis. It is known for its mild reaction conditions and high selectivity in sulfonation reactions, making it a popular choice for introducing sulfonate groups into organic molecules. Methyl p-fluorobenzenesulphonate is also used in the production of pharmaceuticals, dyes, and other specialty chemicals. It is important to handle this compound with care as it can be harmful if inhaled, ingested, or in contact with skin and eyes.

Upstream product

• 17043-56-0 perchloric acid methyl ester 
• 61657-39-4 4-Fluoro-benzenesulfonatetetrabutyl-ammonium; 
• 67-56-1 methanol 
• 371-42-6 4-Fluorothiophenol 
• 12116-05-1 trimethyloxonium hexafluorophosphate 
• 349-88-2 4-Fluorobenzenesulfonyl chloride 
• 124-41-4 sodium methylate 

Downstream Products

• 122334-37-6 4-chloro-N-methoxy-N-methylbenzamide 

Relevant articles and documents

Photoinduced Oxidative Cross-Coupling for O-S Bond Formation: A Facile Synthesis of Alkyl Benzenesulfonates

We have developed a photoinduced oxidative cross-coupling of thiophenols with alcohols for O-S bond formation. The protocol uses visible light, a metal-free photocatalyst, and oxygen as the oxidant for the selective synthesis of alkyl benzenesulfonates; no ligand co-additive is necessary. Mechanistic studies suggested that the disulfide and alkyl benzenesulfinate are involved as intermediates and that the transformation proceeds by a radical pathway.

CORRELATION OF THE RATES OF REACTION OF ARENESULFONATE IONS WITH THE TRIMETHYLOXONIUM ION IN ACETONITRILE

The kinetics of the reactions between trimethyloxonium hexafluorophosphate and a series of tetra-n-butylammonium arenesulfonates have been studied in acetonitrile at -23.4 deg C.With the oxonium salt concentration at about 0.01 M, two series of runs were carried out; Hammett plots of the second-order rate coefficients led to ρ values of -1.18 +/- 0.04 for 0.04 M arenesulfonate salt and -1.07 +/- 0.02 for 0.16 M arenesulfonate salt.Solvolysis kinetics for the trimethyloxonium ion in acetonitrile are also reported.