135615-63-3

Upstream product

• 109-79-5 n-butanethiol 
• 106-51-4 p-benzoquinone 
• 1569-69-3 Cyclohexanethiol 

Downstream Products

• 1028684-61-8 2,6-bis(cyclohexylsulfanyl)-p-benziquinone 
• 681446-48-0 2,5-bis(cyclohexylsulfanyl)-p-benziquinone 
• 441764-31-4 2-(cyclohexylsulfanyl)benzene-1,4-diol 
• 1028684-67-4 methyl 3-[5-(cyclohexylsulfanyl)-3,6-dioxocyclohexa-1,4-dienylsulfanyl]propanoate 
• 1028684-68-5 methyl 3-[4-(cyclohexylsulfanyl)-3,6-dioxocyclohexa-1,4-dienylsulfanyl]propanoate 
• 135615-65-5 2-(cyclohexylsulfinyl)-1,4-benzoquinone 

Relevant academic research and scientific papers

Reactions of p-benzoquinone with sulfur nucleophiles

The orientations of the reactions of p-benzoquinone with nucleophiles are discussed. The one-pot reaction of p-benzoquinone with alkanethiols gave the 2-, 2,6-, and 2,5-conjugate addition products. Novel 2,6- and 2,5- bis(alkylsulfanyl)-, 2,3,5-tris(alkylsulfanyl)-, and 2,3,5,6- tetrakis(alkylsulfanyl)-p-benzoquinones, and their corresponding hydroquinones, were obtained in good yields through a sequential addition/in situ oxidation protocol for further testing as polymerization inhibitors in rubber and petroleum products. The structures of five 2,5- and 2,6-disubstituted isomers were established by X-ray crystallography. Georg Thieme Verlag Stuttgart.

2-Thio-5-amino substituted benzoquinones, their manufacture and their use in rubber

The invention comprises a process for preparing a compound having the formula comprising: where Z and W are the same or different, and selected from the group consisting of O, NH and NR, where R is H, alkyl, cycloalkyl or aryl, R′ is alkyl, cycloalkyl, alkylene, alkyl 3-propionate, aryl or arylene. A is H if either or both of Z and W are not O, but if both Z and W are O, A is: or a carbon based heterocyclic component having an amine constituent, or RR″N-, where R″ is the same or different than R and is selected from the same group as R. The process comprises preparing an alkylthio-substituted benzoquinone intermediate by reacting in a first reaction mixture a thio-substituted aromatic having the formula: where X is OH, NH2 or NHR when Z is O, NH or NR, respectively, and where Y is OH, NH2 or NHR when W is O, NH or NR, respectively, with an alkali metal periodate in the presence of a phase transfer catalyst, followed, if A is not H, by reacting the intermediate in a second reaction mixture containing an amine included in the group of amines comprising A, and in the presence of oxygen to obtain the compound. If A is H no second reaction mixture is employed and the intermediate comprises the compound. The invention includes a process for making the composition and the use of the composition in natural and synthetic rubber, and with monomers, gasoline and lubricating oil to inhibit polymerization.

Use of Sulfoxides as Cocatalysts in the Palladium-Quinone-Catalyzed 1,4-Diacetoxylation of 1,3-Dienes. An Example of Ligand-Accelerated Catalysis

The use of sulfinyl quinones as cocatalysts in the palladium-catalyzed 1,4-diacetoxylation of 1,3-dienes improves the stereochemical outcome of the reaction by increasing the rate of the internal migration of the acetate nucleophile.A mechansim of the int