28203-54-5

Basic information

• Product Name: Acetic acid, [(phenylmethyl)sulfinyl]-
• CAS NO: 28203-54-5
• Molecular Formula: C9H10O3S
• Molecular Weight: 198.243
• Mol File: 28203-54-5.mol
• Article Data: 9

Chemical Properties

• CAS DataBase Reference: Acetic acid, [(phenylmethyl)sulfinyl]-(CAS DataBase Reference)
• NIST Chemistry Reference: Acetic acid, [(phenylmethyl)sulfinyl]-(28203-54-5)
• EPA Substance Registry System: Acetic acid, [(phenylmethyl)sulfinyl]-(28203-54-5)

Safety Data

• Hazardous Substances Data: 28203-54-5(Hazardous Substances Data)

Upstream product

• 103-46-8 S-benzylmercaptoacetic acid 
• 100-51-6 benzyl alcohol 
• 930-69-8 sodium thiophenolate 
• 100-44-7 benzyl chloride 
• 68-11-1 mercaptoacetic acid 
• 96-34-4 methyl chloroacetate 
• 100-39-0 benzyl bromide 

Downstream Products

• 858255-21-7 benzylsulfanyl-hydroxy-acetic acid 
• 150-60-7 dibenzyl disulphide 
• 17297-81-3 bis-benzylsulfanyl-acetic acid 
• 298-12-4 Glyoxilic acid 
• 22938-45-0 N,N'-bis-benzenesulfonyl-C-phenyl-methanesulfinamidine 
• 1609007-99-9 E-acetic acid 2-acetoxy-4-[2-(phenylmethanesulfinyl)vinyl]phenyl ester 
• 28203-59-0 (benzylsulfonyl)acetic acid 

Relevant articles and documents

Influence of sulfur groups on carboxylic acid strengths

The relative acid strength for a series of monocarboxylic acids of the general formula R–X–(CH2)n–COOH and related dicarboxylic acids of the general formula HOOC–(CH2)n–X–(CH2)n–COOH, where R = Ph or Me, X = CH2, –S– –SO– or –SO2–; and n = 1 or 2 as appropriate; have been studied as a function of X. It is found that sulfur containing acids have lower pKa values than the corresponding carbon analogues, that the pKa is highest for the thioacids and lowest for the sulfonyl acids, that the pKas increase as n increases, and that for the dicarboxylic acid systems only the thio members show a significant reduction in pKa (2) – pKa (1) differences upon changing n from 1 to 2.

Nonanebis(peroxoic acid) mediated efficient and selective oxidation of sulfide

Two efficient and rapid protocols for the selective oxidation of sulfide in the presence of various oxidizable functionalities such as -CHO, -CH2-OH, alkene and tert amine were investigated, using nonanebis(peroxoic acid) as an oxidant. The acetonitrile based system offers selective oxidation to sulfoxide and sulfone, while the water based system gives selective sulfone formation with a high conversion and 90-100% selectivity. Recovery and recycling of the parent acid of up to 75-80% was achieved in the water based protocol.

Design, synthesis, and biological evaluation of (E)-3,4-dihydroxystyryl aralkyl sulfones and sulfoxides as novel multifunctional neuroprotective agents

Novel (E)-3,4-dihydroxystyryl aralkyl sulfones and sulfoxides were designed and synthesized as new analogues of 1, which showed interesting multifunctional neuroprotective effects, including antioxidative and antineuroinflammatory properties. Specifically, target compounds display excellent potency in scavenging reactive free radicals and demonstrate potent effects against various kinds of toxicities, including H2O2, 6-hydroxydopamine, and lipopolysaccharide in different types of neuronal cells. The antioxidative properties of the target compounds are more potent than that of 1, and the antineuroinflammatory properties are less strong than that of 1. According to the parallel artificial membrane permeation assay for the blood-brain barrier, target compounds possess greater blood-brain barrier (BBB) permeability than 1. In short, due to improvement of the antioxidative effect, stability, and BBB permeability, (E)-3,4-dihydroxystyryl aralkyl sulfones and sulfoxides can thus be considered as potential multifunctional neuroprotective agents and serve as new lead candidates in the treatment of neurodegenerative diseases.