96-45-7

Basic information

• Product Name: Ethlenethiourea
• Synonyms: 1,3-ethylene-2-thio-ure;1,3-Ethylene-2-thiourea;2H-Imidazole-2-thione, tetrahydro-;2-imadazoline-2-thiol;2-Imidazolidinethione ethylene thiourea;2-Imidazoline-2-thiol;2-Imidozolidimethione;2-Mercapto-2-imidazoline
• CAS NO: 96-45-7
• Molecular Formula: C₃H₆N₂S
• Molecular Weight: 102.16
• EINECS: 202-506-9
• Product Categories: Organics;rubber additive;rubber auxiliary;rubber vulcanizing accelerator;Peroxidase Inhibitors;and Substrates;Biochemicals and Reagents;Building Blocks;Chemical Synthesis;Enzyme Inhibitors;Enzyme Inhibitors by Enzyme;Enzymes;Inhibitors;Organic Building Blocks;P to Q;Sulfur Compounds;Thioureas;chlorinated polyethylene (CPE) rubber vulcanizing accelerator agent;elastomer accelerator
• Mol File: 96-45-7.mol
• Article Data: 42

Chemical Properties

• Melting Point: 196-200 °C(lit.)
• Boiling Point: 148.3 °C at 760 mmHg
• Flash Point: 252 °C
• Appearance: White/Powder
• Density: 1.41~1.45
• Vapor Pressure: 6.279mmHg at 25°C
• Refractive Index: 1.5500 (estimate)
• Storage Temp.: 0-6°C
• Solubility: 8g/l
• PKA: 15.01±0.20(Predicted)
• Water Solubility: 19 g/L (20 ºC)
• Merck: 14,3803
• BRN: 106275
• CAS DataBase Reference: Ethlenethiourea(CAS DataBase Reference)
• NIST Chemistry Reference: Ethlenethiourea(96-45-7)
• EPA Substance Registry System: Ethlenethiourea(96-45-7)

Safety Data

• Hazard Codes: T
• Statements: 61-22-48/23/25-40
• Safety Statements: 53-45
• RIDADR: 2811
• WGK Germany: 2
• RTECS: NI9625000
• HazardClass: 6.1(b)
• PackingGroup: III
• Hazardous Substances Data: 96-45-7(Hazardous Substances Data)

Usage

Description

Ethylenethiourea, a thiourea derivative, is a rubber chemical that has been known to cause contact dermatitis primarily in rubber workers.

Uses

Used in Rubber Industry:
Ethylenethiourea is used as an accelerator in the curing of polychloroprene (neoprene) and polyacrylate rubber. It enhances the vulcanization process, which is essential for the production of rubber products with desired properties.
Used in Industrial Applications:
Ethylenethiourea is used in the production of mechanical and automotive products, wire and cable production, construction, and adhesives, where neoprene rubbers are utilized.
Used in Automotive and Aircraft Applications:
Polyacrylate rubbers, which are vulcanized using ethylenethiourea, are used in the manufacturing of seals, O-rings, and gaskets for automotive and aircraft applications.
Used in Pesticide Production:
Ethylenethiourea is used in the manufacture of ethylene-bisdithiocarbamate pesticides, such as Maneb, Mancozeb, Metiram, and Zineb, which are important for agricultural applications.
Used in Electroplating Baths:
Ethylenethiourea serves as an intermediate in various chemical processes, including its use in electroplating baths.
Used in Antioxidant Production:
It is also used as an intermediate in the production of antioxidants, which are crucial in various industries to prevent oxidation and degradation of materials.
Used in Dyes, Pharmaceuticals, and Synthetic Resins:
Ethylenethiourea finds application in the production of dyes, pharmaceuticals, and synthetic resins, although there is no evidence of its commercial use for these purposes.
Used in MRI Studies:
2-Imidazolidinethione, a derivative of ethylenethiourea, is used as a new contrast agent for MRI studies based on proton chemical exchange dependent saturation transfer.
Used as a Corrosion Inhibitor:
2-Imidazolidinethione also functions as a corrosion inhibitor due to the adsorption of its molecular species, providing protection against corrosion in various applications.

Air & Water Reactions

Slightly soluble in water.

Reactivity Profile

Ethlenethiourea may be sensitive to prolonged exposure to light. Incompatible with acids, diazo and azo compounds, halocarbons, isocyanates, aldehydes, alkali metals, nitrides, hydrides, and other strong reducing agents. Reactions with these materials generate heat and in many cases hydrogen gas. May react with acids to liberate hydrogen sulfide.

Hazard

Questionable carcinogen.

Health Hazard

Ethylene thiourea (ETU) is an antithyroid substance and animal carcinogen.

Fire Hazard

Ethylene thiourea is combustible.

Flammability and Explosibility

Nonflammable

Contact allergens

Ethylene thiourea, a thiourea derivative, is a rubber chemical. It caused contact dermatitis mainly in rubber workers.

Potential Exposure

Ethylene thiourea is used extensively as an accelerator in the curing of polychloroprene (Neoprene) and other elastomers; as a vulcanizing accelerator in rubber processing; in electroplating baths. In addition, exposure to ethylene thiourea also results from the very widely used ethylene bisdithiocarbamate fungicides. Ethylene thiourea may be present as a contaminant in the ethylene bisdithiocarbamate fungicides and can also be formed when food containing the fungicides is cooked

Carcinogenicity

Ethylene thiourea is reasonably anticipated to be a human carcinogen based on sufficient evidence of carcinogenicity from studies in experimental animals.

Purification Methods

Crystallise it from EtOH or amyl alcohol. [Beilstein 24 III/IV 22.]

Incompatibilities

Incompatible with oxidizers (chlorates, nitrates, peroxides, permanganates, perchlorates, chlorine, bromine, fluorine, etc.); contact may cause fires or explosions. Keep away from alkaline materials, strong bases, strong acids, oxoacids, epoxides, acid anhydrides, and acrolein

Waste Disposal

Incineration in a furnace equipped with afterburner and scrubber.

InChI:InChI=1/C3H6N2S/c6-5-2-1-4-3-5/h3,6H,1-2H2

Upstream product

• 107-15-3 ethylenediamine 
• 71-23-8 propan-1-ol 
• 108306-66-7 3-Benzoylimino-5,6-dihydro-3H<1,2,4>dithiazole> 
• 705-75-9 O-Ethyl N-Cyclohexylthiocarbamate 
• 33498-03-2 sodium carbonocyanidodithioate 
• 534-18-9 sodium trithiocarbonate 
• 107114-97-6 Methyl-[5-(2-trifluoromethyl-phenyl)-[1,3,4]thiadiazol-2-yl]-dithiocarbamic acid methyl ester 
• 623-79-0 O,S-Diethyl dithiocarbonate 
• 109-73-9 N-butylamine 
• 3278-35-1 S-(ethoxycarbonyl) O-ethyl dithiocarbonate 
• 67-66-3 chloroform 
• 75-15-0 carbon disulfide 
• 128-04-1 sodium dimethyldithiocarbamate 
• 54255-12-8 2-Chloro-4,5-dihydro-1H-imidazole sulfate 

Downstream Products

• 1600-65-3 1,3-bis-piperidin-1-ylmethyl-imidazolidine-2-thione 
• 20112-79-2 2-methylthioimidazoline 
• 16181-75-2 [2-(4,5-dihydro-1H-imidazol-2-ylmercapto)-ethyl]-dimethyl-amine; dihydrochloride 
• 17124-75-3 diethyl-[2-(4,5-dihydro-1H-imidazol-2-ylmercapto)-ethyl]-amine; dihydrochloride 
• 86366-97-4 2-(3,4-dichloro-benzylmercapto)-4,5-dihydro-1H-imidazole 
• 77134-47-5 S-p-nitrobenzyl-N,N'-ethyleneisothiourea 
• 17886-71-4 2-benzylidene-5,6-dihydro-imidazo[2,1-b]thiazol-3-one 
• 20268-38-6 S-benzyl-N,N'-ethyleneisothiourea 
• 21108-74-7 2-(4-methoxy-benzylidene)-5,6-dihydro-imidazo[2,1-b]thiazol-3-one 
• 7320-60-7 2-(ethylthio)-4,5-dihydro-1H-imidazole 
• 91774-37-7 ethyl [(4,5-dihydro-2-imidazolyl)thio]acetate hydrochloride 
• 5391-52-6 1-Acetyl-imidazolidin-2-thion 
• 5005-04-9 1,3-Bis-(2-cyanoethyl)-2-imidazolidinthion 
• 55114-48-2 3-methyl-5,6-dihydroimidazolo<2,1-b>thiazole 

Relevant articles and documents

Solar-light driven photocatalytic conversion of p-nitrophenol to p-aminophenol on CdS nanosheets and nanorods

A simple synthetic protocol devoid of toxic surfactants was applied for the synthesis of CdS nanosheets and nanorods by thermolyzing bis(4-benzylpiperadine-1-carbodithioate-κ2 S, S′) cadmium(II) (1) and propane-1,3-diyl bis (piperidincarbamodithioate)cadmium(II) (2) using ethylenediamine (en) as a solvent. The as obtained products were characterized by TEM, PXRD, and UV–Visible spectroscopy. The nanosheets (1) and nanorods (2) were confirmed by HR-TEM with a lattice spacing of 0.33?nm which corresponds to the 002 plane of hexagonal CdS, observations in consonance with XRD. Based upon the band gap obtained from UV–Vis, 2.91?eV (nanosheets) and 2.65?eV (nanorods), these nanoparticles (NPs) were used as solar light driven photocatalyst for the conversion of p-nitrophenol to p-aminophenol. The nanorods (8?min) were found slightly more efficient than nanosheets (10?min), and the conversion efficiency of both remained above 92% even after 3rd cycle without any structural damage as revealed by the afterward PXRD. The better catalytic activity of both morphologies can be attributed to quantum size effect and good optical absorbance.

Synthesis method of heterocyclic compound containing bis (trimethylsilyl)

The method comprises the following steps: first adopting bis (trichloromethyl) carbonate, ethylenediamine, an aqueous sodium hydroxide solution, chloroform and a supported catalyst to obtain 2 - imidazolidinone. Or, ethylenediamine, ethanol, distilled water, a supported catalyst, carbon disulfide and hydrochloric acid are prepared to obtain ethylene thiourea. The trimethylchlorosilane is dissolved in an organic solvent, ammonia gas is introduced, and heated to reflux until no white precipitate is generated and filtered to obtain the filtrate. The raw material 2 - imidazolidinone or ethylidene thiourea is then dissolved to obtain the raw material solution, ammonium sulfate is added, and the filtrate is added dropwise, heated and refluxed 5 - 6h, cooled to room temperature, filtered, and the product is obtained. The molar ratio of the raw material to the trimethyl chlorosilane is 1: (2.1 - 2.5), the quality of ammonium sulfate is 1.5 - 2% of the raw material. The preparation method is simple and high in yield.

Thiocarbonyl Surrogate via Combination of Sulfur and Chloroform for Thiocarbamide and Oxazolidinethione Construction

An efficient and practical thiocarbonyl surrogate via combination of sulfur and chloroform has been developed. A variety of thiocarbamides and oxazolidinethiones have been established, including chiral thiourea catalysts and chiral oxazolidinethione auxiliaries with high selectivity. Meanwhile, pesticides Diafenthiuron (an acaricide), ANTU (a rodenticide), and Chloromethiuron (an insecticide) were practically synthesized through this method in gram scale. Dicholorocarbene, as the key intermediate, was further confirmed via a carbene-trapping control experiment.

Synthesis, spectroscopic characterization and in vitro anticancer activity of new platinum(II) complexes with some thione ligands?in the presence of triethylphosphine

Seven new platinum(II) complexes (1–7) of triethylphosphine (Et3P) and thiones (L) with general formula, cis-[Pt(Et3P)2(L)2]Cl2 were prepared and characterized by elemental analysis, FTIR and NMR (1H, 13C & 31P) measurements. The analytical and spectroscopic data suggested the formation of the desired complexes. The complexes were tested for in vitro cytotoxicity against four cell lines: Hela (human cervical adenocarcinoma), MCF-7 (human breast carcinoma), A549 (human lung carcinoma), and HTC15 (human colon carcinoma). The anticancer activity values of compounds 1–6 are much better than cisplatin and carboplatin as indicated by their IC50 values.