17177-63-8

Basic information

• Product Name: p-Tolyl methanesulfonate
• Synonyms: p-Tolyl mesylate;p-Tolyl methanesulfonate;Methanesulfonic acid, 4-methylphenyl ester;Methanesulfonic acid p-tolyl ester
• CAS NO: 17177-63-8
• Molecular Formula: C₈H₁₀O₃S
• Molecular Weight: 186.2282
• Mol File: 17177-63-8.mol
• Article Data: 17

Chemical Properties

• Melting Point: 48-49℃
• Boiling Point: 305.9±25.0 °C(Predicted)
• Appearance: /
• Density: 1.235±0.06 g/cm3(Predicted)
• CAS DataBase Reference: p-Tolyl methanesulfonate(CAS DataBase Reference)
• NIST Chemistry Reference: p-Tolyl methanesulfonate(17177-63-8)
• EPA Substance Registry System: p-Tolyl methanesulfonate(17177-63-8)

Safety Data

• Hazardous Substances Data: 17177-63-8(Hazardous Substances Data)

Usage

General Description

p-Tolyl methanesulfonate, also known as methyl p-tolyl sulfonate, is a chemical compound commonly used as an intermediate in the production of pharmaceuticals, agrochemicals, and other organic compounds. It is a derivative of toluene and contains a methyl group and a sulfonate group. p-Tolyl methanesulfonate is known for its ability to act as a nucleophile and can undergo substitution reactions with various electrophiles, making it a versatile reagent in organic synthesis. It is also used as a catalyst and a reagent in various chemical reactions due to its stability and reactivity. Additionally, it is considered to be a relatively safe and environmentally friendly compound, with low toxicity and minimal impact on the environment.

Upstream product

• 75-75-2 methanesulfonic acid 
• 69002-30-8 4-Trimethylstannyloxy-toluol 
• 124-63-0 methanesulfonyl chloride 
• 67-56-1 methanol 
• 17988-20-4 (4-methoxy-benzyl)-trimethyl-silane 
• 101224-30-0 4-((trimethylsilyl)methyl)phenol 
• 106-44-5 p-cresol 
• 20277-69-4 sodium methansulfinate 
• 7143-01-3 Methanesulfonic anhydride 
• 17488-65-2 4-phenylbut-3-en-2-ol 
• 104-93-8 p-methylanizole 
• 74-88-4 methyl iodide 

Downstream Products

• 644-08-6 4-Methylbiphenyl 
• 13707-23-8 N-(4-methylbenzoyl)piperidine 
• 234449-91-3 4-methyl-N-hexylbenzamide 
• 827624-81-7 4-methyl-N-(methylsulfonyl)benzamide 
• 18370-11-1 N-methyl-p-methylbenzamide 
• 6315-11-3 N,N-dibutyl-4-methylbenzamide 
• 42498-32-8 N-tert-butyl-4-methylbenzamide 
• 6833-18-7 4-methyl-N-phenylbenzamide 
• 5436-83-9 N-benzyl-4-methylbenzamide 
• 5467-99-2 4-methylbenzoic acid benzyl ester 
• 619-55-6 para-methylbenzamide 
• 613-37-6 4-methoxylbiphenyl 
• 53040-92-9 4-(4-tolyl)anisole 
• 835-71-2 2-(4-methylphenyl)-1,3-benzoxazole 

Relevant articles and documents

Electrochemical cross-coupling reactions of sodium arenesulfinates with thiophenols and phenols

A green electrochemical oxidative cross-coupling protocol for the generation of thiosulfonates and sulfonate esters using sodium arenesulfinates and thiophenols/phenols is disclosed. The protocol involves using inorganic and non-toxic NaI as both redox catalyst and supporting electrolyte at room temperature without oxidant and base. The reactions provide good yields of products and tolerate broad substrate scope. The mechanistic studies revealed that the reactions proceed via a radical pathway for the formation of SO2–S and SO2–O bonds.

Chromatography-Free and Eco-Friendly Synthesis of Aryl Tosylates and Mesylates

Two chromatography-free and eco-friendly protocols have been developed to synthesize aryl tosylates and mesylates by the tosylation and mesylation of the corresponding hydroxyarenes, respectively. These protocols are superior to other known ones regarding

Palladium-catalyzed intra-and intermolecular C-H arylation using mesylates: Synthetic scope and mechanistic studies

This paper describes the development of Pd-catalyzed inter-and intramolecular direct arylation using mesylates. Furthermore, a sequential mesylation/arylation protocol using phenols as substrates is described. These transformations are general with respect to the electronics of the C-H substrates and allow for the synthesis of diverse heterocyclic motifs in good yields. Both arenes and heteroarenes efficiently participate in these reactions. Preliminary mechanistic studies are presented for both inter-and intramolecular arylations.