23228-74-2

Basic information

• Product Name: thiobiuret
• Synonyms: thiobiuret;1-Carbamoylthiourea
• CAS NO: 23228-74-2
• Molecular Formula: C2H5N3OS
• Molecular Weight: 119.1456
• EINECS: 245-504-3
• Mol File: 23228-74-2.mol
• Article Data: 7

Chemical Properties

• Boiling Point: 251.5°Cat760mmHg
• Flash Point: 105.9°C
• Appearance: /
• Density: 1.492g/cm³
• Vapor Pressure: 0.00321mmHg at 25°C
• Refractive Index: 1.655
• CAS DataBase Reference: thiobiuret(CAS DataBase Reference)
• NIST Chemistry Reference: thiobiuret(23228-74-2)
• EPA Substance Registry System: thiobiuret(23228-74-2)

Safety Data

• Hazardous Substances Data: 23228-74-2(Hazardous Substances Data)

Usage

Description

Thiobiuret, also known as N,N'-Thiobis(2-imidazolidinone), is a chemical compound with the molecular formula C5H10N4S. It is a white crystalline solid that is soluble in water and organic solvents. Thiobiuret is primarily used as a cross-linking agent in the production of rubber and other polymers, where it acts as a vulcanization accelerator. It is also used as a stabilizer in the production of plastics and as a chemical intermediate in the synthesis of pharmaceuticals and agrochemicals. Thiobiuret is classified as a hazardous substance, and its handling and disposal must be done in accordance with proper safety protocols and regulations.

Uses

Used in Rubber and Polymer Industry:
Thiobiuret is used as a cross-linking agent for enhancing the strength and elasticity of rubber and other polymers. It acts as a vulcanization accelerator, which speeds up the process of vulcanization, resulting in improved product quality and reduced production time.
Used in Plastics Industry:
Thiobiuret is used as a stabilizer in the production of plastics to prevent degradation and discoloration caused by heat, light, and oxygen exposure. This helps maintain the plastic's physical properties and appearance over time.
Used in Pharmaceutical and Agrochemical Synthesis:
Thiobiuret is used as a chemical intermediate in the synthesis of various pharmaceuticals and agrochemicals. Its unique chemical structure allows it to be a key component in the development of new drugs and agricultural products.

InChI:InChI=1/C2H5N3OS/c3-1(6)5-2(4)7/h(H5,3,4,5,6,7)

Upstream product

• 2208-89-1 N-cyanourea 
• 141-83-3 carbamimidoylurea 
• 541-53-7 2,4-Dithiobiuret 
• 76989-89-4 sodium salt of 1-cyanourea 
• 7664-41-7 ammonia 
• 6470-09-3 carbonyl diisothiocyanate 
• 34277-78-6 N-(carbamoylcarbamothioyl)benzamide 

Downstream Products

• 2208-89-1 N-cyanourea 
• 7783-06-4 hydrogen sulfide 
• 108-19-0 BIURET 
• 59221-06-6 5-amino-2H-1,2,4-thiadiazolin-3-one 
• 7764-59-2 (4-phenyl-thiazol-2-yl)-urea 

Relevant articles and documents

Metal-mediated reactions towards the synthesis of a novel deaminolysed bisurea, dicarbamolyamine

A new selective cobalt acetate tetrahydrate or cerium nitrate hexahydrate mediated cleavage of the C-N bond of a benzoyl isothiocyanate derivative to give (carbamoylamino)methanethioamide is presented. The cleavage of the C-N could not be achieved in the absence of thione. The novel silver-mediated conversion of a thione to the carbonyl was achieved on 1-((benzamido)formyl)urea and replicated on (carbamoylamino)methanethioamide to give the deaminolyzed bisurea (dicarbamolyamine). The compounds were characterized by IR, NMR, microanalysis and GC-MS. The single crystal X-ray diffraction studies of the crystal structures of compounds I, II, III and V is discussed.

The tautomerism of 5-amino-3-oxo-1,2,4-thiadiazole: An experimental and theoretical study

The 1,2,4-thiadiazole system was the subject of our research as a consequence of the pharmacological activity of some derivatives as GSK3 inhibitors. Therefore, in order to explore the active form responsible for receptor interaction, a systematic study of the tautomerism in the 5-amino-3-oxo-1,2,4-thiadiazole system was performed by using experimental and theoretical methods. Thus, the relative stability of the possible tautomers was studied in the gas phase by density functional theory and local density functional methods. The theoretical study in solution was carried out by using several continuum solvation models. Finally, experimental studies were carried out to unambiguously establish the tautomeric form. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Oxidative cyclization of dithiobiuret under basic conditions and theoretical tautomeric studies of 5-amino-2,3-dihydro-1,2,4-thiadiazole-3-thione

The oxidative cyclization of dithiobiuret under basic conditions (NaOH-H2O2 or CH3CO3H) afforded bis(5-amino-1,2,4-thiadiazolyl) 3,3′-disulfide (5), oxidative dimer form of 5-amino-3-mercapto-1,2,4-thiadiazole (