Ethylene thiourea

Base Information

• Chemical Name: Ethylene thiourea
• CAS No.: 96-45-7
• Deprecated CAS: 12261-94-8,26856-29-1,71836-04-9,90613-75-5,96-46-8,875479-38-2,1342300-13-3,26856-29-1,71836-04-9,875479-38-2,96-46-8
• Molecular Formula: C3H6N2S
• Molecular Weight: 102.16
• Hs Code.: 29332990
• European Community (EC) Number: 202-506-9
• ICSC Number: 1148
• UN Number: 2811
• UNII: 24FOJ4N18S
• DSSTox Substance ID: DTXSID5020601
• Nikkaji Number: J3.970E
• Wikipedia: Ethylene_thiourea,2-Imidazolidinethione
• Wikidata: Q408767
• NCI Thesaurus Code: C44384
• ChEMBL ID: CHEMBL11860
• Mol file: 96-45-7.mol

Synonyms:2 Mercaptoimidazoline;2-Mercaptoimidazoline;Ethylenethiourea;imidazolidine-2-thione;Imidazolidinethione

Chemical Property of Ethylene thiourea

Chemical Property:

• Appearance/Colour: White to pale green crystalline powder
• Vapor Pressure: 6.279mmHg at 25°C
• Melting Point: 197-201 °C
• Refractive Index: 1.664
• Boiling Point: 148.3 °C at 760 mmHg
• PKA: 15.01±0.20(Predicted)
• Flash Point: 43.5 °C
• PSA: 56.15000
• Density: 1.27 g/cm³
• LogP: 0.12170
• Storage Temp.: 0-6°C
• Solubility.: 8g/l
• Water Solubility.: 19 g/L (20 ºC)
• XLogP3: -0.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 102.02516937
• Heavy Atom Count: 6
• Complexity: 63.2
• Transport DOT Label: Poison

Purity/Quality:

99.0% min ^*data from raw suppliers

2-Imidazolidinethione ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 61-22-48/23/25-40
• Safety Statements: 53-45

MSDS Files:

SDS file from LookChem

Useful:

• Chemical Classes: Nitrogen Compounds -> Thiourea Compounds
• Canonical SMILES: C1CNC(=S)N1
• Inhalation Risk: Evaporation at 20 °C is negligible; a harmful concentration of airborne particles can, however, be reached quickly on spraying or when dispersed, especially if powdered.
• Effects of Short Term Exposure: May cause mechanical irritation. Immediately glues (sticks to) biological tissues. This may result in allergic-type reaction of the eyelids (rose eye).
• Effects of Long Term Exposure: The substance may have effects on the thyroid and liver. This may result in impaired functions. May cause toxicity to human reproduction or development.
• Description: Ethylenethiourea, a thiourea derivative, is a rubber chemical. It has caused contact dermatitis mainly in rubber workers.
• Uses: Accelerator in the curing of polychloroprene (neoprene) and polyacrylate rubber; intermediate in the manufacture of antioxidants, insecticides, fungicides, dyes, pharmaceuticals, and synthetic resins elastomer accelerator;chlorinated polyethylene (CPE) rubber vulcanizing accelerator agent. Ethylene thiourea is used primarily as an accelerator for vulcanizing polychloroprene (Neoprene?) and polyacrylate rubbers. Neoprene rubbers are used almost exclusively in industrial applications，e.g.. for mechanical and automotive products, in wire and cable production, in construction，and in adhesives. Polyacrylate rubbers are used in products such as seals, o-rings, and gaskets for automotive and aircraft applications. Ethylene thiourea is used in the manufacture of ethylene-bisdithiocarbamate pesticides, such as Maneb?, Mancozeb?, Metiram?,and Zineb?.Ethylene thiourea is also used in electroplating baths, as an intermediate in antioxidant production, in dyes， pharmaceuticals，and synthetic resins. However, there is no evidence that the compound is used commercially for any of these purposes (IARC V.7, 1974; Sax, 1987). 2-Imidazolidinethione is a pesticide used in production of fruits and vegetables. It is also used as a new contrast agent for MRI studies based on proton chemical exchange dependent saturation transfe r. 2-Imidazolidinethione is also a corrosion inhibitor due to the adsorption of the mol. species.

Technology Process of Ethylene thiourea

There total 49 articles about Ethylene thiourea which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

carbon disulfide (75-15-0,12122-00-8) + ethylenediamine (107-15-3,85404-18-8) → N,N'-ethylenethiourea (96-45-7)

Guidance literature:

aluminum oxide; zinc(II) oxide; at 100 ℃; for 2h;

DOI:10.1021/jo981629b

Reference yield: 92.0%

ethylenediamine (107-15-3,85404-18-8) + sodium dimethyldithiocarbamate (128-04-1) → N,N'-ethylenethiourea (96-45-7)

Guidance literature:

With aluminum (III) chloride; In water; N,N-dimethyl-formamide; at 120 ℃;

DOI:10.1002/ejoc.201800993

Reference yield: 90.0%

1H-imidazole-1-carbodithioic acid methyl ester (74734-11-5) + ethylenediamine (107-15-3,85404-18-8) → N,N'-ethylenethiourea (96-45-7)

Guidance literature:

In ethanol; for 2.5h; Heating;

DOI:10.1016/S0040-4020(99)01026-1

upstream raw materials:

N-(2-aminoethyl)formamide

N,N'-ethylenebis(dithiocarbamate)

1,1'-(ethane-1,2-diyl)bis(3-phenylthiourea)

dibutyl trithiocarbonate

Downstream raw materials:

1,3-bis-piperidin-1-ylmethyl-imidazolidine-2-thione

2-methylthioimidazoline

[2-(4,5-dihydro-1H-imidazol-2-ylmercapto)-ethyl]-dimethyl-amine; dihydrochloride

diethyl-[2-(4,5-dihydro-1H-imidazol-2-ylmercapto)-ethyl]-amine; dihydrochloride

Refernces

• 1、 Hasegawa. "-". . . Retrieved 1954.
• 2、 Liu, Xing,Zhang, Shi-Bo,Dong, Zhi-Bing. "AlCl3-Promoted Synthesis of 2-Mercapto Benzoheterocycles by Using Sodium Dimethyldithiocarbamate as Thiocarbonyl Surrogate". . p. 5406 - 5411. Retrieved 2018/10/20.
• 3、 Jomaa, Mohammed Yagoub,Altaf, Muhammed,Ahmad, Saeed,Bhatia, Gaurav,Singh, Jatinder,Altuwaijri, Saleh,Isab, Anvarhusein A.. "Synthesis, spectroscopic characterization and in vitro anticancer activity of new platinum(II) complexes with some thione ligands?in the presence of triethylphosphine". . p. 787 - 795. Retrieved 2017/10/13.