Jump to content

TCPy

From Wikipedia, the free encyclopedia
TCPy
Names
Preferred IUPAC name
3,5,6-Trichloropyridin-2(1H)-one
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.026.733Edit this at Wikidata
UNII
  • InChI=1S/C5H2Cl3NO/c6-2-1-3(7)5(10)9-4(2)8/h1H,(H,9,10)checkY
    Key: WCYYAQFQZQEUEN-UHFFFAOYSA-NcheckY
  • InChI=1/C5H2Cl3NO/c6-2-1-3(7)5(10)9-4(2)8/h1H,(H,9,10)
    Key: WCYYAQFQZQEUEN-UHFFFAOYAM
  • O=C1C(Cl)=CC(Cl)=C(Cl)N1
Properties
C5H2Cl3NO
Molar mass 198.43g·mol−1
Density 1.67g/cm3
Melting point 172 to 174 °C (342 to 345 °F; 445 to 447 K)
Boiling point 254.8 °C (490.6 °F; 528.0 K) at 760 mmHg
Hazards
Flash point 107.9 °C (226.2 °F; 381.0 K)
Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa).

TCPyor3,5,6-trichloro-2-pyridinolis a cyclic hydrocarbon, specifically achlorinatedversion of2-pyridone.

Pesticides can be a precursor to TCPy. TCPy is a metabolite of the herbicidetriclopyr,[1]and of the insecticideschlorpyrifosandchlorpyrifos-methyl.A study in Massachusetts reported a correlation between exposure to TCPy and lowertestosteronelevels in men.[2]According to this source, exposure is "widespread" and of "potential public health importance".

References

[edit]
  1. ^"Draft Vegetation Management: Triclopyr"(PDF).San Francisco Forest Alliance.Marin Municipal Water District. 2008.Retrieved12 April2021.
  2. ^Meeker, J. D.; Ryan, L.; Barr, D. B.; Hauser, R. (2006)."Exposure to Nonpersistent Insecticides and Male Reproductive Hormones".Epidemiology.17(1): 61–68.doi:10.1097/01.ede.0000190602.14691.70.PMID16357596.