17996-38-2

Basic information

• Product Name: N,N-Dimethylthiocarbamic acid O-ethyl ester
• Synonyms: N,N-Dimethylthiocarbamic acid O-ethyl ester
• CAS NO: 17996-38-2
• Molecular Formula: C₅H₁₁NOS
• Molecular Weight: 0
• Mol File: 17996-38-2.mol
• Article Data: 5

Chemical Properties

• Appearance: /
• CAS DataBase Reference: N,N-Dimethylthiocarbamic acid O-ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: N,N-Dimethylthiocarbamic acid O-ethyl ester(17996-38-2)
• EPA Substance Registry System: N,N-Dimethylthiocarbamic acid O-ethyl ester(17996-38-2)

Safety Data

• Hazardous Substances Data: 17996-38-2(Hazardous Substances Data)

Upstream product

• 140-89-6 potassium ethyl xanthogenate 
• 124-40-3 dimethyl amine 
• 141-52-6 sodium ethanolate 
• 74448-05-8 2-ethyl-1,1,3-trimethylisourea 
• 1424-52-8 p-tolylsulfonyl isothiocyanate 
• 64-17-5 ethanol 
• 16420-13-6 N,N-Dimethylthiocarbamoyl chloride 
• 502-55-6 bis-ethoxythiocarbonyldisulfane 
• 2943-26-2 S-benzyl O-ethylxanthate 
• 57-14-7 N,N-Dimethylhydrazine 
• 623-54-1 O-ethyl S-methyl dithiocarbonate 
• 128-04-1 sodium dimethyldithiocarbamate 
• 758-16-7 N,N-dimethylthioformamide 
• 25554-84-1 2-(ethoxycarbonothioylthio)acetic acid 

Downstream Products

• 687-48-9 ethyl N,N-dimethylcarbamate 
• 73804-56-5 trans-Pt(N,N-dimethyl O-ethylthiocarbamate)2Cl2 
• 73797-45-2 cis-dichlorobis(N,N-dimethyl O-ethylthiocarbamate)platinum(II) 

Relevant articles and documents

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A synthesis of N-alkyl and N,N-dialkyl O-ethyl thiocarbamates from diethyl dixanthogenate using different oxidants

A novel synthesis of N-alkyl and N,N-dialkyl O-ethyl thiocarbamates from diethyl dixanthogenate and primary and secondary amines, using three oxidizing systems, has been developed on the laboratory scale, and the method using sodium hypochlorite has been applied on a semi-industrial scale. The effect of the oxidizing agents, sodium hypochlorite, in-situ-generated peracetic acid, and the manganese(II) acetate/oxygen system on product purity and yield was studied. The results obtained by use of these three methods were compared with those obtained by reaction of sodium ethyl xanthogenacetate and amines, and of sodium ethyl xanthate with amines in the presence of sulfated nickel zeolite catalyst. The reaction mechanism of sodium hypochlorite oxidation has been established on the basis of isolation of reaction intermediates and determination of their structure by use of Fourier-transform infrared, 1H and 13C NMR, and mass spectrometric methods. The suggested sodium hypochlorite and manganese(II) acetate/oxygen systems have many advantages in comparison with commercial and catalytically promoted synthetic methods, because they are new ecologically friendly syntheses. Springer-Verlag 2010.

Alkyl Shifts in 1,4-Dipoles from Tosyl Iso(thio)cyanate and Imido(thio)carbonates or Isoureas

O-->N alkyl shifts are observed in the dipoles 3, 13 from tosyl isocyanate (2a) and imido(thio)carbonates 1 (12) to give (thio)allophanates 5 (14).Similary, addition of tosyl isothiocyanate (2b) to isourea 24a leads to the product 28 of an O-->S methyl shift.A cross-over experiment involving 2a and imidothiocarbonates 12b,c gives the four products 14a-d proving the intermolecular nature of the rearrangement.However, on mixing 2a and isoureas 24a,b or 2b and imido(thio)carbonates 1 (12), the reaction stops at the stage of dipoles 8, 19, 25a,b.