Ethylene thiourea

Ethylene thiourea
Names
IUPAC name
Imidazolidine-2-thione
Other names
1,3-Ethylene-2-thiourea, N,N-Ethylenethiourea
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.002.280
Properties
C3H6N2S
Molar mass 102.16 g·mol−1
Appearance White solid
Odor Faint, amine-like
Melting point 203 °C (397 °F; 476 K)
Boiling point 347.18 °C (656.92 °F; 620.33 K)
2% (30 °C)[1]
Vapor pressure 16 mmHg (20 °C)[1]
Hazards
Main hazards combustible[1]
Flash point 252.2 °C (486.0 °F; 525.3 K)
Lethal dose or concentration (LD, LC):
1832 mg/kg (oral, rat)[2]
US health exposure limits (NIOSH):
PEL (Permissible)
 none[1]
REL (Recommended)
 Ca Use encapsulated form.[1]
IDLH (Immediate danger)
 Ca [N.D.][1]
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Ethylene thiourea (ETU) is an organosulfur compound with the formula C
3H
6N
2S. It is an example of an N,N-disubstituted thiourea. It is a white solid. It is synthesized by treating ethylenediamine with carbon disulfide.[3]

Ethylene thioureas are an excellent accelerant of vulcanization of neoprene and polychloroprene 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.[4]

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.[5]

See also

References

  1. 1 2 3 4 5 6 "NIOSH Pocket Guide to Chemical Hazards #0276". National Institute for Occupational Safety and Health (NIOSH).
  2. ↑ http://chem.sis.nlm.nih.gov/chemidplus/rn/96-45-7
  3. ↑ C. F. H. Allen; C. O. Edens; James VanAllan. "Ethylene Thiourea". Organic Syntheses. ; Collective Volume, 3, p. 394
  4. ↑ Rüdiger Schubart (2000). "Dithiocarbamic Acid and Derivatives". Ullmann's Encyclopedia of Industrial Chemistry. Weinheim: Wiley-VCH. doi:10.1002/14356007.a09_001.
  5. ↑ https://books.google.com/books?id=dF7EsvdaTbgC&pg=PA79&dq=ethylene+thiourea&hl=en&sa=X&redir_esc=y#v=onepage&q=ethylene%20thiourea&f=false
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