ethylene thiourea

{{Chembox

| ImageFile = Ethylene thiourea.svg

| ImageSize = 134

| PIN = Imidazolidine-2-thione

| OtherNames = 1,3-Ethylene-2-thiourea, N,N-Ethylenethiourea

|Section1={{Chembox Identifiers

| CASNo = 96-45-7

| CASNo_Ref = {{cascite|correct|CAS}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = 24FOJ4N18S

| PubChem = 2723650

| ChemSpiderID = 2005851

| SMILES = C1CNC(=S)N1

| InChI = 1/C3H6N2S/c6-3-4-1-2-5-3/h1-2H2,(H2,4,5,6)

| InChIKey = PDQAZBWRQCGBEV-UHFFFAOYAQ

| StdInChI = 1S/C3H6N2S/c6-3-4-1-2-5-3/h1-2H2,(H2,4,5,6)

| StdInChIKey = PDQAZBWRQCGBEV-UHFFFAOYSA-N

}}

|Section2={{Chembox Properties

| C=3 | H=6 | N=2 | S=1

| Appearance = White solid

| Odor = Faint, amine-like

| Density =

| MeltingPtC = 203

| BoilingPtC = 347.18

| Solubility = 2% (30 °C)

| VaporPressure = 16 mmHg (20 °C)

}}

|Section3={{Chembox Hazards

| MainHazards = combustible

| FlashPtC = 252.2

| AutoignitionPtC =

| LD50 =1832 mg/kg (oral, rat)https://chem.nlm.nih.gov/chemidplus/rn/96-45-7 {{Dead link|date=March 2022}}

| PEL = None{{PGCH|0276}}

| REL = Ca Use encapsulated form.

| IDLH = Ca [N.D.]

}}

}}

Ethylene thiourea (ETU) is an organosulfur compound with the formula {{chem2|C3H6N2S}}. It is an example of an N,N-disubstituted thiourea. It is a white solid. It is synthesized by treating ethylenediamine with carbon disulfide.{{OrgSynth | title = Ethylene Thiourea | author1 = C. F. H. Allen | author2 = C. O. Edens | author3 = James VanAllan | collvol = 3 | collvolpages = 394 | prep = cv3p0394}}

Ethylene thioureas are an excellent accelerant of vulcanization of neoprene rubbers. In commercial use is the N,N'-diphenylethylenethiourea. Due to reproductive toxicity, carcinogenicity, and mutagenicity, alternatives are being sought to the ethylenethioureas. One candidate replacement is N-methyl-2-thiazolidinethione.{{cite encyclopedia|chapter=Dithiocarbamic Acid and Derivatives|encyclopedia=Ullmann's Encyclopedia of Industrial Chemistry|author=Rüdiger Schubart|year=2000|doi=10.1002/14356007.a09_001|publisher=Wiley-VCH|place=Weinheim|isbn=3527306730}}

Ethylene thiourea can be used as a biomarker of exposure to ethylenebisdithiocarbamates (EBDTCs), which are frequently employed as fungicides in agriculture, mainly on fruits, vegetables and ornamental plants.{{Cite book | url=https://archive.org/details/truespeed00tony | url-access=registration | page=[https://archive.org/details/truespeed00tony/page/79 79] | quote=ethylene thiourea. | title=Pesticide Protocols| publisher=Springer Science & Business Media | isbn=9781592599295| last1=Martínez Vidal| first1=José L.| last2=Frenich| first2=Antonia Garrido| year=2005}}

EPA classification

EPA (United States Environmental Protection Agency) has classified ethylene thiourea as a Group B2, probable human carcinogen.{{Cite web|url=https://www.epa.gov/sites/production/files/2016-09/documents/ethylene-thiourea.pdf|title=Ethylene Thiourea|orig-date=April 1992|date=January 2000|website=Ethylene Thiourea}} Ethylene thiourea has been shown to be a potent teratogen (causes birth defects) in rats orally or dermally exposed.

See also

References

{{Reflist}}

Category:Thioureas