90927-72-3

Basic information

• Product Name: 1-Ethyl-2-(ethylthio)benzene
• CAS NO: 90927-72-3
• Molecular Weight: 166.287
• Mol File: 90927-72-3.mol
• Article Data: 3

Chemical Properties

• CAS DataBase Reference: 1-Ethyl-2-(ethylthio)benzene(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Ethyl-2-(ethylthio)benzene(90927-72-3)
• EPA Substance Registry System: 1-Ethyl-2-(ethylthio)benzene(90927-72-3)

Safety Data

• Hazardous Substances Data: 90927-72-3(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 14092-00-3 methyl o-tolyl sulfide 
• 74-88-4 methyl iodide 
• 100-68-5 methyl-phenyl-thioether 
• 622-38-8 Ethyl phenyl sulfide 
• 75-03-6 ethyl iodide 

Relevant articles and documents

Metallation reactions. XXI. Metallation of alkyl (alkylthio) benzenes by superbases versus organolithium compounds

The metallation regiochemistry of alkyl(alkylthio)benzenes with butyllithium or with the superbasic mixture of butyllithium with potassium tert-butoxide is described. The reaction pattern depends on the substrate and the reagent. Butyllithium monometallates the thiomethylic carbon of methyl (methylthio) benzenes and bimetallates the thiomethylic and the annular carbon ortho to the thioethereal group. With superbases the metallation occurs at the thiomethylic and methylic carbon. Metallation with butyllithium of the higher homologs substitutes exclusively the hydrogen ortho to the thioalkylic group, while the superbases attack also the carbon atom alpha to the thioalkyl substituent.

Metalation reactions XIII. The reactions of electrophiles with the dilithiated species 1-(α-lithiomethyl)-2-benzene

Direct dimetalation of 1-methyl-2-(methylthio)benzene (1) gives the dilithiated species (2) in good yield, which can be used to introduce substituents into the thiomethyl and methyl groups.Species 2 can react also with a variety of dichlorosilanes and dichlorostannanes, and with sulphur chloride, to yield derivatives of 1,3-benzothiasilin, 1,3-benzothiastannin and 1,3-benzodithiin respectively.Reaction of 2 with tetrachlorosilane yields a spirocyclic silicon compound, while reaction with benzoyl chloride yields a derivative of 1-benzothiopyran.