25530-28-3

Basic information

• Product Name: N,N,2,2-tetramethylpropanethioamide
• Synonyms: N,N,2,2-Tetramethylpropanethioamide; propanethioamide, N,N,2,2-tetramethyl-
• CAS NO: 25530-28-3
• Molecular Formula: C₇H₁₅NS
• Molecular Weight: 145.2657
• Mol File: 25530-28-3.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 166°C at 760 mmHg
• Flash Point: 54.2°C
• Density: 0.928g/cm³
• Vapor Pressure: 1.82mmHg at 25°C
• Refractive Index: 1.493
• CAS DataBase Reference: N,N,2,2-tetramethylpropanethioamide(CAS DataBase Reference)
• NIST Chemistry Reference: N,N,2,2-tetramethylpropanethioamide(25530-28-3)
• EPA Substance Registry System: N,N,2,2-tetramethylpropanethioamide(25530-28-3)

Safety Data

• Hazardous Substances Data: 25530-28-3(Hazardous Substances Data)

Upstream product

• 24331-71-3 N,N-dimethylpivalamide 
• 298-06-6 O,O-Diethyl hydrogen phosphorodithioate 
• 3282-30-2 pivaloyl chloride 

Downstream Products

• 58832-29-4 N-(2-Hydroxy-3-methylbutyl)-N-methylthiopivalamid 
• 58832-26-1 N,2,2-trimethyl-N-phenethylpropanethioamide 
• 103-29-7 1,1'-(1,2-ethanediyl)bisbenzene 
• 70785-32-9 N,N-dibenzyl-2,2-dimethylpropanethioamide 
• 24331-71-3 N,N-dimethylpivalamide 
• 58856-07-8 N-Athyl-N-methylthiopivalamid 
• 58832-28-3 N-(2-Hydroxy-2,2-diphenylathyl)-N-methylthiopivalamid 
• 58832-24-9 N-Hexyl-N-methylthiopivalamid 

Relevant articles and documents

α-Arylation of Saturated Azacycles and N-Methylamines via Palladium(II)-Catalyzed C(sp3)-H Coupling

Pd(II)-catalyzed α-C(sp3)-H arylation of pyrrolidines, piperidines, azepanes, and N-methylamines with arylboronic acids has been developed for the first time. This transformation is applicable to wide arrays of pyrrolidines and boronic acids, including heteroaromatic boronic acids. A diastereoselective one-pot heterodiarylation of pyrrolidines has also been achieved.

THIONO COMPOUNDS. 7. OXIDATION OF THIOAMIDES IN RELATION TO ADVERSE BIOLOGICAL EFFECTS

Thioacetamide, thioacetamide S-oxide (1), and thiopivalamide S-oxide (8) were oxidized with H2O2 in H2(18)O to generate the corresponding amides with at least 50percent 18O incorporation; hydrolysis of the S-oxides to the amides or 18O exchange with the amides occurs much more slowly.When 1 and trifluorothioacetamide (6) were oxidized with three and four equivalents of H2O2, respectively, in the presence of benzylamine, N-acetylbenzylamine (5) and N-benzyltrifluoroacetamide (7) were isolated in respective yields of 17percent and 37percent.These results are interpreted as evidence for an oxidative desulfurization mechanism involving nucleophilic attack at the carbon atom of an S,S-dioxide or trioxide intermediate as the major pathway; a minor pathway may involve the intermediacy of an oxathiirane S-oxide (3) or dioxide (4) species.Understanding is added to the behavior of S-oxides in aqueous solution, as well as to thermal stability in deuterochloroform.Also reported are studies of the preparation and properties of some N,N-dialkyl derivatives of 8, of reduction of 1 with NADH or NADPH, and of generation and trapping of species related to sulfoxylate ion.