5675-04-7

Upstream product

• 7559-57-1 n-butyl α-disulfone 
• 80-15-9 Cumene hydroperoxide 
• 78518-71-5 1-anilino-2-butylthio-3-butoxypropane 

Downstream Products

• 2386-47-2 butane-1-sulfonic acid 
• 1118-40-7 S-butyl butanethiosulfonate 
• 629-45-8 dibutyl disulfide 
• 117379-80-3 C₈H₁₈O₂S₂ 
• 20129-23-1 butyl phenyl disulfide 
• 882-33-7 diphenyldisulfane 
• 73663-90-8 (Z)-ethyl 3-(butylsulfonyl)acrylate 
• 73663-90-8 (E)-ethyl 3-(butylsulfonyl)acrylate 
• 1509939-23-4 (E)-(3-(butylsulfonyl)prop-1-en-1-yl)benzene 

Relevant academic research and scientific papers

The Mechanism of Antioxidative Action of Substituted 1,2-Aminopropanethiols in Oxidation of Cumene

The influence of substituted 1,2-aminopropanethiols on cumene oxidation was studied, and they were shown to be effective oxidation inhibitors. It was found that these compounds are inhibitors of combined action: they terminate the oxidation chain by the reaction with peroxide radicals and, being oxidized by cumyl hydroperoxide, give products that catalytically decompose the peroxides. The correlation of the substituent nature in the 1,2-aminopropanethiol molecule on inhibitor reactivity in elementary reactions of inhibition of cumene oxidation was established.

Substitution Reactions of Alkanesulfonyl Derivatives: Direct Substitution vs. Elimination-Addition Mechanisms in Substitution Reactions of Alkyl α-Disulfones

The reactions of a series of alkyl and aralkyl α-sulfones, RSO2SO2R ( R = Me, n-Bu, i-Pr, ArCH2) with a variety of nucleophiles in aqueous dioxane have been examined.Both rates of reaction and whether a given reaction takes place by an elimination-addition (sulfene intermediate) or a direct substitution (attack of nucleophile on SO2 group of α-sulphone) mechanism have been determined.The great majority of substitution reactions of alkyl α-disulfones take place via an elimination-addition mechanism (eq 3a), with formation of a sulphene from the α-disulphone being rate determining.Only when nucleophile is one, like azide ion, that is weakly basic while still being a good nucleophile is a direct substitution the preferred pathway.Even with azide the reaction pathway changes to elimination-addition when the acidity of the hydrogens on the carbon adjacent to the sulfonyl group is increased sufficiently, as in (PhCH2SO2)2.Comparison of rates of elimination of α-disulphones (R'CH2SO2)2 with rates of base-catalyzed hydrogen exchange of the corresponding trifluoromethyl sulfones R'CH2SO2CF3 indicates that formation of sulfenes from α-disulfones involves either an irreversible E1cB or a very E1cB-like E2 mechanism, a conclusion that is also supported by the observed variation of the rate of elimination of RR'CHSO2SO2R'' with changes in R and R'.Comparison of the behavior of an alkyl α-disulfone with that of the corresponding alkanesulfonyl chloride reveals that changing Y in RCH2SO2Y from RSO2 to Cl causes direct substitution to be able to compete much more effectively with elimination-addition.Kinetic studies show that this arises because, for a given nucleophile, (a) elimination-addition is 5-10 times slower for the alkanesulfonyl chloride than for the α-disulfone while (b) the rate of direct substitution is 5-10 times faster for the sulfonyl chloride.The origin of these rate differences is discussed and explained.