32376-95-7

Upstream product

• 60-12-8 2-phenylethanol 
• 593-56-6 N-methoxylamine hydrochloride 
• 98-09-9 benzenesulfonyl chloride 

Downstream Products

• 1739-02-2 N-(4-methylphenyl)-N-(2-phenylethyl)amine 
• 98-11-3 benzenesulfonic acid 
• 1739-04-4 N-(4-chlorophenyl)-N-(2-phenylethyl)amine 
• 1739-00-0 (N-phenyl)phenylethylamine 
• 4484-20-2 aniline benzenesulfonate 
• 2405-59-6 N-(2-phenylethyl)-4-methoxyaniline 

Relevant academic research and scientific papers

The β-nitroxyalkyl and β-sulfonatoxyalkyl radical rearrangements

The first examples of the migration of nitrate and sulfonate esters in β-nitroxyalkyl and β-sulfonatoalkyl radicals are presented: crossover and labelling experiments are used to determine the migrating group and the intramolecular nature of the rearrangement.

Deoxyalkoxyamination of Alcohols for the Synthesis of N-Alkoxy-N-alkylbenzenesulfonamides

A novel protocol for the deoxyalkoxyamination of alcohols has been developed, using N-alkoxybenzenesulfonimide (NOSI) as both a sulfonyl transfer reagent and an alkoxyamine source, accessing a diverse range of N-alkoxy-N-alkylbenzenesulfonamides with excellent isolated yields. This method is characterized by metal-free reaction, scalability, and waste-balance. Chiral substrates are converted with excellent levels of stereochemical inversion. NOSI could be generated in situ during the reaction as a stable reagent if a three-component one-pot reaction was designed. Exploiting this approach to run intramolecular reactions offered various N-protected isoxazolidines. In addition, valuable O-alkyl hydroxylamines (or isoxazolidines) were obtained through a neutral strategy of desulfonylation of the products.

Influence of Pressure on the Menschutkin-Type Reaction of Phenethyl Arenesulfonates with Pyridine

Kinetic investigation of β-phenethyl arenesulfonates with pyridine in acetonitrile revealed that the rates of these reactions which were lower than those of the reaction of benzyl benzenesulfonate with pyridine in acetone were increased with raising temperatures and pressures.The activation volumes were comparable to those of benzyl system, but the activation entropies were negatively larger than those of benzyl system.From these phenomena it can be deduced that phenethyl system has more SN2 character in the transition state, comparing with the reaction of benzyl system.With raising pressures the Hammett reaction parameters (ρ) were decreased, indicating that the reaction is probably closer to the tihgt SN2 character at higher pressures.