120-79-6

Basic information

• Product Name: N,N'-DIMETHYLDITHIOOXAMIDE
• Synonyms: N N-DIMETHYLDITHIOOXAMIDE;N,N'-DIMETHYLDITHIOOXAMIDE;CH3NHCSCSNHCH3;n,n’-dimethyldithio-oxamid;n,n’-dimethyl-ethanedithioamid;Oxamide, N,N'-dimethyldithio-;USAF mk-4;N,N'-Dimethyldithioxamide
• CAS NO: 120-79-6
• Molecular Formula: C₄H₈N₂S₂
• Molecular Weight: 148.25
• EINECS: 204-425-4
• Mol File: 120-79-6.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 196.1°Cat760mmHg
• Flash Point: 72.4°C
• Appearance: /
• Density: 1.213g/cm³
• CAS DataBase Reference: N,N'-DIMETHYLDITHIOOXAMIDE(CAS DataBase Reference)
• NIST Chemistry Reference: N,N'-DIMETHYLDITHIOOXAMIDE(120-79-6)
• EPA Substance Registry System: N,N'-DIMETHYLDITHIOOXAMIDE(120-79-6)

Safety Data

• HazardClass: IRRITANT
• Hazardous Substances Data: 120-79-6(Hazardous Substances Data)

Usage

General Description

N,N'-dimethyldithioxamide is a chemical compound with the formula (CH3)2NCS2CN(CH3)2. It is a dithiocarbamate that is commonly used as a metal chelating agent in analytical chemistry and in the synthesis of other organic compounds. It forms stable complexes with various metal ions, including copper, nickel, and cobalt, and has also been used as a ligand in the preparation of coordination complexes. N,N'-dimethyldithioxamide is insoluble in water but soluble in organic solvents, and it is considered to be a potentially hazardous substance, with the potential for skin and eye irritation and other harmful effects if ingested or inhaled.

Upstream product

• 600-39-5 dimethyloxamide 
• 79-40-3 dithiooxamide 
• 74-89-5 methylamine 
• 615-35-0 N,N'-dimethyloxamide 
• 33498-03-2 sodium carbonocyanidodithioate 
• 53739-29-0 Cd(NN'DMDTO)Br₂ 
• 127569-91-9 Cd(NN'DMDTO)I₂ 

Downstream Products

• 615-35-0 N,N'-dimethyloxamide 
• 93976-29-5 dicarbonyl(N,N'-dimethyldithiooxamide)bis(triphenylphosphine)molybdenum 

Relevant articles and documents

Theoretical, structural, vibrational, NMR, and thermal evidence of the inter- versus intramolecular hydrogen bonding in oxamides and thiooxamides

This contribution describes the study of hydrogen bonding in secondary oxamides, monothiooxamides, and dithiooxamides by ab initio calculations, X-ray diffractions, NMR spectra, thermal analysis, and variable-temperature infrared and Raman spectroscopy. The results can all be interpreted as a function of the change in the strength and the nature of the hydrogen bonding by substituting oxygen for sulfur in the series CH3-HNCOCONHCH3, CH 3HNCSCONHCH3, CH3HNCSCSNHCH3 and by changing the steric influence of the alkyl group in a series of oxamides (RHNCOCNHR; R = CH3, C2H5, iC3H 7, tC49).

COMPLEXES OF GROUP IIb METALS WITH DITHIOOXAMIDES V - VIBRATIONAL SPECTRA AND THERMAL ANALYSIS OF THE CdLX2 COMPLEXES

In acid media, CdX2 forms non-electrolyte CdLX2 (L=DTO, NN'DMDTO, TMDTO; X=Cl, Br, I) complexes with dithiooxamides.The ligands act as bidentates with S,S coordination.A thorough vibrational analysis (i.r. and Raman) has been performed for the Cd(H2NCSCSNH2)X2 (X=Cl, Br, I), the Cd(CH3NHCSCSNHCH3)X2 (X=Br, I) and the CdX2 (X=Cl, Br, I) complexes, by NH/ND and CH3/CD3 isotopic substitution.Stereochemistries varying from tetrahedral to octahedral structures are proposed based on spectroscopic evidence and the positions of the metal-ligand vibrations can be explained in terms of the HSAB principle.The thermal behaviour of the complexes has been studied, using isothermal as well as non-isothermal techniques.

Reactions of Cyanodithioformates with Primary Amines

N-alkyldithiooxamides 3 and N,N-dialkyldithiooxamides 4 were synthesized in good yields by reaction of cyanodithioformates 1 with primary aliphatic amines.N-alkylcyanodithioformamides 2, intermediates in these reactions were obtained in very low yields only.The reaction of 1 and diaminoethane or 1,3-diaminopropane afforded imidazolidine-2-thione 5a respectively perhydropyrimidine-2-thione 5b.The reaction of 1 with 1-chloro-2-aminoethane did gave 2-thiocarbamoylthiazoline 7.