TCPy

TCPy
Names
	Preferred IUPAC name 3,5,6-Trichloropyridin-2(1H)-one
Identifiers
CAS Number	6515-38-4 ;
3D model (JSmol)	Interactive image;
ChemSpider	21541 ;
ECHA InfoCard	100.026.733
PubChem CID	23017;
UNII	JS52YZJ84A ;
CompTox Dashboard (EPA)	DTXSID7038317 ;
	InChI InChI=1S/C5H2Cl3NO/c6-2-1-3(7)5(10)9-4(2)8/h1H,(H,9,10) Key: WCYYAQFQZQEUEN-UHFFFAOYSA-N ; InChI=1/C5H2Cl3NO/c6-2-1-3(7)5(10)9-4(2)8/h1H,(H,9,10) Key: WCYYAQFQZQEUEN-UHFFFAOYAM;
	SMILES O=C1C(Cl)=CC(Cl)=C(Cl)N1;
Properties
Chemical formula	C5H2Cl3NO
Molar mass	198.43 g·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 their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

TCPy or 3,5,6-trichloro-2-pyridinol is a cyclic hydrocarbon, specifically a chlorinated version of 2-pyridone.

Pesticides can be a precursor to TCPy. TCPy is a metabolite of the herbicide triclopyr,^[1] and of the insecticides chlorpyrifos and chlorpyrifos-methyl. A study in Massachusetts reported a correlation between exposure to TCPy and lower testosterone levels in men.^[2] According to this source, exposure is "widespread" and of "potential public health importance".

References

^ "Draft Vegetation Management: Triclopyr" (PDF). San Francisco Forest Alliance. Marin Municipal Water District. 2008. Retrieved 12 April 2021.
^ 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. PMID 16357596.

[1] "Draft Vegetation Management: Triclopyr" (PDF). San Francisco Forest Alliance. Marin Municipal Water District. 2008. Retrieved 12 April 2021.

[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. PMID 16357596.

[1]

[2]