54576-37-3

Usage

InChI:InChI=1/C11H16S/c1-9(2)8-12-11-6-4-10(3)5-7-11/h4-7,9H,8H2,1-3H3

Upstream product

• 75-29-6 isopropyl chloride 
• 106-45-6 para-thiocresol 
• 513-38-2 Isobutyl iodide 
• 104208-88-0 p-CH₃C₆H₄SGe(CH₃)3 
• 16192-02-2 1-p-tolylthio-2-chloro-2-methylpropane 
• 78-77-3 Isobutyl bromide 
• 108-98-5 thiophenol 
• 106-38-7 para-bromotoluene 
• 1518-72-5 diisobutyl disulfide 

Downstream Products

• 91358-89-3 2-methyl-1-(4-tolylsulfonyl)propane 
• 77919-66-5 1-methyl-4-[(2-methylpropyl)sulfinyl]benzene 

Relevant academic research and scientific papers

Iterative stereospecific reagent-controlled homologation of pinacol boronates by enantioenriched α-chloroalkyllithium reagents

Reaction of pinacol boronates with putative enantioenriched α-chloroalkyllithium species, generated in situ from homochiral α-chloroalkylsulfoxides by sulfoxide ligand exchange with t-BuLi in PhMe at -78 °C, gave chain-extended boronic ester products with generally excellent stereochemical fidelity. Iteration of this stereospecific reagent-controlled homologation (StReCH) process enabled the programmed synthesis of all four stereoisomers of a stereodiad-containing model system (4-benzyl-1,6-diphenylhexan-2-ol) with er ≥ 97:3 in all cases. Copyright

Alkyl- and arylthiolation of aryl halides catalyzed by fluorinated bis-imino-nickel NNN pincer complexes [NiCl2{C5H 3N-2,6-(CHNArf)2}]

The synthesis of bis-imino nickel(II) NNN pincer complexes of the type [NiCl2{C5H3N-2,6-(CHNArf) 2}]; Arf= C6H3-2,3-F2 (1), C6H3-2,5-F2 (2), C6H 3-3,4-F2 (3), C6H3-3,5-F2 (4), C6H2-2,3,4-F3 (5), C6H 2-2,3,6-F3 (6), C6H2-2,4,5-F 3 (7), C6H2-2,4,6-F3 (8), has been achieved and their reactivity in alkyl- and arylthiolation reactions of halobenzenes examined. The use of fluorinated substituents Arf on the imines has allowed the tuning of the electronics in these complexes and the influence of these substituents and those of the disulfides in the thiolation reactions have been analyzed.

The reaction of (Arylthio)trimethylgermanes with various haloalkanes -Steric effect on the reaction mechanism-

A kinetic study has been conducted on the reactions of (arylthio) trimethylgermanes with various haloalkanes. Bimolecular nucleophilic attack of the sulfur atom has been found as the mechanisms for the reactions with normal haloalkanes while the mechanism was found to deviate from bimolecular attack to unimolecular ionization of the haloalkane, dependent on the structure of the alkyl groups with increasing of the steric hindrance. Reaction of a secondary haloalkane also proceeded by unimolecular ionization.

Substitution Reactions of Organocuprates with β-(Phenylseleno)vinyl Sulfones Derived from the Selenosulfonation of Acetylenes. A Convenient and Stereospecific Preparation of Vinyl Sulfones and Olefins from Acetylenes

The free-radical selenosulfonation of acetylenes affords β-selenovinyl sulfones 1 which undergo substitution of the selenium moiety with organocuprates to provide a convenient and stereospecific preparation of vinyl sulfones 2 and therefore ultimately of

MODERN FRIEDEL-CRAFTS CHEMISTRY. XI. CYCLIZATION OF ARYL HALOALKYL SULFONES, ARYLSULFONYLACYL CHLORIDES AND THEIR CORRESPONDING SULFIDES

The sulfone group deactivation for cyclialkylation and cycliacylation reactions in the presence of Friedel-Crafts catalysts was demonstrated in a number of aryl chloroalkylsulfones (1-8) and arylsulfonylacyl chlorides (17a-22a), respectively.As expected, the corresponding arylchloroalkyl sulfides (9-16) and arylmercaptoacyl chlorides (13a-28a) underwent ring-closure reaction in most cases under the same conditions.The ease of cyclization was governed by the ring size, the stability of the attacking carbocation and the nucleophilicity of the aryl moiety.Also, the behaviour of benzyl sulfones (29, 31a, and 32a) and sulfides (33, 34a and 36a) was inconsistent.Noteworthy, the Friedel-Crafts cyclization reaction is thus considered an accessible method for the synthesis of compounds 37-41 and 45, 51.