64050-49-3

Basic information

• Product Name: 5,5-dimethyl-1,3-thiazolidine-2-thione
• CAS NO: 64050-49-3
• Molecular Formula: C₅H₉NS₂
• Molecular Weight: 147.2617
• Mol File: 64050-49-3.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 195.6°C at 760 mmHg
• Flash Point: 72.1°C
• Density: 1.22g/cm³
• Vapor Pressure: 0.417mmHg at 25°C
• Refractive Index: 1.615
• CAS DataBase Reference: 5,5-dimethyl-1,3-thiazolidine-2-thione(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5-dimethyl-1,3-thiazolidine-2-thione(64050-49-3)
• EPA Substance Registry System: 5,5-dimethyl-1,3-thiazolidine-2-thione(64050-49-3)

Safety Data

• Hazardous Substances Data: 64050-49-3(Hazardous Substances Data)

Upstream product

• 3980-52-7 5,5-di-methyl-1,3-oxazolidine-2-thione 
• 41834-90-6 3-isothiocyanato-2-methylprop-1-ene 
• 75-15-0 carbon disulfide 
• 927-82-2 2-amino-2-methylpropyl hydrogensulfate 
• 2658-24-4 2,2-dimethylaziridine 
• 136427-82-2 C₁₂H₁₃N₃O₃S₂ 

Relevant articles and documents

Thorpe-Ingold effect in the reaction of vicinal amino primary alcohol hydrogen sulfates and carbon disulfide

The Thorpe-Ingold effect is a key factor that affects the ring-closure rates and efficiency, as well as the structure of products in some ring-closure reactions. The reaction of vicinal amino primary alcohol hydrogen sulfates and carbon disulfide in the presence of potassium hydroxide produces the desired 4,4-disubstituted thiazolidine-2-thiones, and their isomers 5,5-disubstituted derivatives companying with their oxygen analogues 4,4-disubstituted oxazolidine-2-thiones. The formation of 5,5-disubstituted thiazolidine-2-thiones was rationalized via 2,2-disubstituted aziridine-1-carbodithioate intermediates, which were generated due to the Thorpe-Ingold effect. 4,4-Disubstituted oxazolidine-2-thiones were generated from carbon disulfide and free amino alcohols yielded via basic hydrolysis of active amino alcohol hydrogen sulfates in the reaction system.