19717-02-3

Basic information

• Product Name: ethyl S-(4-methylphenyl) thiolcarbonate
• Synonyms: ethyl S-(4-methylphenyl) thiolcarbonate
• CAS NO: 19717-02-3
• Molecular Weight: 212.337
• Mol File: 19717-02-3.mol

Chemical Properties

• CAS DataBase Reference: ethyl S-(4-methylphenyl) thiolcarbonate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl S-(4-methylphenyl) thiolcarbonate(19717-02-3)
• EPA Substance Registry System: ethyl S-(4-methylphenyl) thiolcarbonate(19717-02-3)

Safety Data

• Hazardous Substances Data: 19717-02-3(Hazardous Substances Data)

Upstream product

• 624-31-7 4-tolyl iodide 
• 140-89-6 potassium ethyl xanthogenate 
• 106-38-7 para-bromotoluene 
• 459-44-9 4-methylbenzenediazonium tetrafluoroborate 
• 111-34-2 -butyl vinyl ether 
• 2028-84-4 p-methylbenzenediazonium chloride 
• 106-49-0 p-toluidine 

Downstream Products

• 56525-81-6 1-piperidinecarbothioic acid O-ethyl ester 
• 106-45-6 para-thiocresol 
• 22001-51-0 O-ethyl N-(4-chlorophenyl)thiocarbamate 
• 3699-01-2 4-tolyl phenyl sulfide 
• 29627-34-7 4-(phenyldisulfanyl)toluene 
• 16601-19-7 1-(benzyl)-2-(4-methylphenyl)disulfide 
• 623-13-2 4-methylphenyl methylsulfide 
• 98-59-9 p-toluenesulfonyl chloride 
• 55365-86-1 benzylthiocarbamic acid O-ethyl ester 
• 3111-89-5 O-ethyl-N-phenylthiocarbamate 
• 22007-38-1 O-ethyl N-(4-methoxyphenyl)thiocarbamate 
• 5308-12-3 O-ethyl N-(4-methylphenyl)thiocarbamate 

Relevant articles and documents

A Novel Method for the Direct Synthesis of Symmetrical and Unsymmetrical Sulfides and Disulfides from Aryl Halides and Ethyl Potassium Xanthogenate

An efficient and new method for the synthesis of disulfides and sulfides via the reaction of aryl halides with ethyl potassium xanthogenate in the presence of MOF-199 is described. O -Ethyl- S -aryl carbonodithioate has a key role as an intermediate in this procedure; it was converted into symmetrical diaryl disulfides in DMF. Additionally, this could be applied to the synthesis of unsymmetrical aryl alkyl(aryl′) disulfides by the reaction with S -alkyl(aryl) sulfurothioates (Bunte salts) as well as unsymmetrical aryl alkyl(aryl′) sulfides in DMSO.

Copper nanoparticles supported on polyaniline-functionalized multiwall carbon nanotubes: An efficient and recyclable catalyst for synthesis of unsymmetric sulfides using potassium ethyl xanthogenate in water

A new and powerful polyaniline-functionalized carbon nanotube-supported copper(II) nanoparticle catalyst was successfully prepared and evaluated as a heterogeneous catalyst for the one-pot synthesis of unsymmetric thioethers by coupling of aryl, alkyl and benzyl halides using potassium ethyl xanthogenate as source of sulfur in water. All of these reactions gave the desired products in good to excellent yields. The catalyst is available, air-stable and can be reused several times without significant loss in its catalytic activity.

Synthesis of unsymmetrical sulfides using ethyl potassium xanthogenate and recyclable copper catalyst under ligand-free conditions

The synthesis of unsymmetrical sulfides has been achieved in good to excellent yields with inexpensive ethyl potassium xanthogenate via cross-coupling reaction using recyclable CuO nanoparticles under ligand-free conditions.The copper oxide nanoparticles can be recovered and reused up to five cycles without loss of activity.

A new effective synthesis of arene mono- and disulfonyl chlorides

Arene mono- and disulfonyl chlorides have been easily synthesized starting from the corresponding anilines via aqueous oxidative chlorination of S-aryl O-ethyl dithiocarbonates intermediates, aryl methyl sulfides, or from arenethiols. Georg Thieme Verlag Stuttgart.

Reactions of Aromatic Diazonium Salts with Butyl Vinyl Ether in the Presence of Potassium O-Alkyl Dithiocarbonates

Arenediazonium tetrafluoroborates, sulfates, and nitrates react with butyl vinyl ether in aqueous acetone in the presence of potassium O-alkyl dithiocarbonates to yield O-alkyl S-(2-aryl-1-butoxyethyl) dithiocarbonates (Alk = Et, Bu, t-Bu). The reaction is accompanied by formation of O-alkyl S-aryl dithiocarbonates, which are the main products of the reaction of arenediazonium salts with potassium O-alkyl dithiocarbonates in the absence of unsaturated compound.

Structure-Reactivity Relationships in the Aminolysis of O-Ethyl S-Aryl Dithiocarbonates in Aqueous Solution

The reactions of O-ethyl S-(X-phenyl) diothiocarbonates (X = p-Cl, p-Me, and p-MeO) with a series of secondary alicyclic amines and those of the same substrates and analogous derivatives (X = H, p-NO2, 2,4-(NO2)2 with pyrrolidine are subjected to a kinetic study in water, 25.0 deg C, ionic strength 0.2 M (KCl).The reactions of piperidine and pyrrolidine show second-order kinetics (first order in amine) with the formation of a zwitterionic tetrahedral intermediate (T+/-) as the rate-determining step.The reactions of the other amines exhibit orders in amine differentfrom one, compatible with the presence of an anionic intermediate (T-), resulting from a kinetically important proton transfer from T+/- to the amine.The rate of this proton transfer is faster than that of expulsion of arylthiolate from T+/- (k2) as evidenced by the estimation of these rate coefficients.The rate constants for formation of T+/- (k1) are obtained experimentally, and those for amine expulsion from T+/- (k-1) are estimated.Equations for k1 and k-1 are derived as functions of the basicity of the amine and leaving (aryl thiolate) groups.Comparison of the k-1 and k2 values found in the present reactions with those obtained in the aminolysis of aryl dithioacetates shows that substitution of Me by EtO as the "acyl" group of the zwitterionic tetrahedral intermediate destabilizes this species.