20513-25-1

Basic information

• Product Name: 5,5-dimethylimidazolidine-2,4-dithione
• Synonyms: 2,4-imidazolidinedithione, 5,5-dimethyl-; 5,5-Dimethylimidazolidine-2,4-dithione
• CAS NO: 20513-25-1
• Molecular Formula: C₅H₈N₂S₂
• Molecular Weight: 160.2604
• Mol File: 20513-25-1.mol
• Article Data: 4

Chemical Properties

• Boiling Point: 196.2°C at 760 mmHg
• Flash Point: 72.4°C
• Density: 1.34g/cm³
• Vapor Pressure: 0.404mmHg at 25°C
• Refractive Index: 1.672
• CAS DataBase Reference: 5,5-dimethylimidazolidine-2,4-dithione(CAS DataBase Reference)
• NIST Chemistry Reference: 5,5-dimethylimidazolidine-2,4-dithione(20513-25-1)
• EPA Substance Registry System: 5,5-dimethylimidazolidine-2,4-dithione(20513-25-1)

Safety Data

• Hazardous Substances Data: 20513-25-1(Hazardous Substances Data)

Upstream product

• 77-71-4 5,5-dimethyl-imidazolidine-2,4-dione 
• 75-15-0 carbon disulfide 
• 19355-69-2 2-amino-2-cyanopropane 
• 2273-39-4 2-methylamino-2-methylpropanenitrile 
• 67-64-1 acetone 
• 75-86-5 2-hydroxy-2-methylpropanenitrile 
• 143-33-9 sodium cyanide 
• 80102-38-1 5-imino-3,4,4-trimethyl-thiazolidine-2-thione; compound with 5,5-dimethyl-imidazolidine-2,4-dithione 

Downstream Products

• 15998-93-3 5,5-dimethylimidazolidine-2-thione-4-one 
• 61796-28-9 4-amino-5,5-dimethyl-1,5-dihydro-imidazole-2-thione 
• 124876-23-9 S⁽²⁾-benzyl-5,5-dimethyldithiohydantoin 
• 124876-31-9 (6R,7R)-3-(2-Benzylsulfanyl-5,5-dimethyl-5H-imidazol-4-ylsulfanylmethyl)-7-[2-(3-chloro-isoxazol-5-yl)-acetylamino]-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 
• 124876-27-3 (6R,7R)-7-Amino-3-(2-benzylsulfanyl-5,5-dimethyl-5H-imidazol-4-ylsulfanylmethyl)-8-oxo-5-thia-1-aza-bicyclo[4.2.0]oct-2-ene-2-carboxylic acid 

Relevant articles and documents

Systemes de Strecker et apparentes XV. Comportement d'α-alcoylaminonitriles en presence de CS2 et de CO2

Dans le cadre de l'etude de la reaction de Bucherer-Bergs (transformation, en solution aqueuse, d'un compose carbonyle en acide α-amine correspondant via l'α-aminonitrile puis l'imidazolidinedione-2,4) le comportement d'α-alcoylaminonitriles en presence de CS2 est examine et elargi au systeme α-alcoylaminonitriles/CO2 en solution aqueuse.En presence de CS2, l'α-aminonitrile conduit a la formation equilibree d'imino-5 thiazolidine thione-2.Son evolution ulterieure vers l'imidazolidine dithione-2,4 alcoyle-1 est bloquee par la substitution sur l'azote 3.Par contre, nous avons mis en evidence la formation inattendue de l'imidazolidine dithione-2,4 non substituee.En solution aqueuse et en presence de CO2, l'imino-5 oxazolidinone-2 que nous n'avons pas decelee doit etre en equilibre tres defavorise avec l'α-carboxyaminonitrile.Les seules reactions observees sont l'hydratation autocatalitique de l'α-aminonitrile et sa decomposition en hydroxy-2 propionitrile et en α-aminodinitrile.

The reaction between carbon disulfide and some α-methylaminonitriles. The supposed isomerism of 4,4-dialkyl-5-imino-3-methylthiazolidine-2-thiones

The reaction of carbon disulfide with α-methylaminonitriles 1 yields 5-iminothiazolidine-2-thiones 3, which on prolonged reaction are converted to 5-methyliminothiazolidine-2-thiones 5 and 2,4-dithiohydantoins 9.A mechanism for this apparent methyl transfer is advanced.The yellow compounds obtained by prolonged reaction of the aminonitriles 1 (R1 = R2 = Me and R1 = Et, R2 = Me) are not isomers of the imines 3 (R1 = R2 = Me and R1 = Et, R2 = Me), but 2:1 complexes of these imines with the corresponding 2,4-dithiohydantoins 9 (R1 = R2 = Me and R1 = Et, R2 = Me).