99186-33-1

Basic information

• Product Name: O-ethyl S-(4-methoxyphenyl) dithiocarbonate
• Synonyms: O-ethyl S-(4-methoxyphenyl) dithiocarbonate
• CAS NO: 99186-33-1
• Molecular Weight: 228.336
• Mol File: 99186-33-1.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: O-ethyl S-(4-methoxyphenyl) dithiocarbonate(CAS DataBase Reference)
• NIST Chemistry Reference: O-ethyl S-(4-methoxyphenyl) dithiocarbonate(99186-33-1)
• EPA Substance Registry System: O-ethyl S-(4-methoxyphenyl) dithiocarbonate(99186-33-1)

Safety Data

• Hazardous Substances Data: 99186-33-1(Hazardous Substances Data)

Upstream product

• 104-92-7 1-bromo-4-methoxy-benzene 
• 140-89-6 potassium ethyl xanthogenate 
• 696-62-8 para-iodoanisole 
• 104-94-9 4-methoxy-aniline 

Downstream Products

• 56525-81-6 1-piperidinecarbothioic acid O-ethyl ester 
• 696-63-9 4-Methoxybenzenethiol 
• 5633-57-8 1-methoxy-4-(phenylsulfanyl)benzene 
• 95914-29-7 1-(4-methoxyphenyl)-2-phenyldisulfane 
• 936-64-1 morpholinyl thiocarbamate 
• 56525-82-7 1-pyrrolidinecarbothioic acid O-ethyl ester 

Relevant articles and documents

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.

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.