# TCPy

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TCPy Names Preferred IUPAC name 3,5,6-Trichloropyridin-2(1H)-one Identifiers CAS Number 6515-38-4 Y 3D model (JSmol) Interactive image ChemSpider 21541 Y ECHA InfoCard 100.026.733 PubChem CID 23017 UNII JS52YZJ84A Y CompTox Dashboard (EPA) DTXSID7038317 InChI InChI=1S/C5H2Cl3NO/c6-2-1-3(7)5(10)9-4(2)8/h1H,(H,9,10) Y Key: WCYYAQFQZQEUEN-UHFFFAOYSA-N Y 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). Y verify (what is YN ?) Infobox references

Chemical compound

**TCPy** or **3,5,6-trichloro-2-pyridinol** is a cyclic hydrocarbon, specifically a [chlorinated](/source/Chlorinated) version of [2-pyridone](/source/2-pyridone).

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

## References

1. **[^](#cite_ref-1)** ["Draft Vegetation Management: Triclopyr"](https://sfforest.files.wordpress.com/2015/02/chap4_triclopyr_8_27_08.pdf) (PDF). *San Francisco Forest Alliance*. Marin Municipal Water District. 2008. Retrieved 12 April 2021.

1. **[^](#cite_ref-2)** Meeker, J. D.; Ryan, L.; Barr, D. B.; Hauser, R. (2006). ["Exposure to Nonpersistent Insecticides and Male Reproductive Hormones"](https://doi.org/10.1097%2F01.ede.0000190602.14691.70). *Epidemiology*. **17** (1): 61–68. [doi](/source/Doi_(identifier)):[10.1097/01.ede.0000190602.14691.70](https://doi.org/10.1097%2F01.ede.0000190602.14691.70). [PMID](/source/PMID_(identifier)) [16357596](https://pubmed.ncbi.nlm.nih.gov/16357596).

v t e Pest control: Insecticides Carbamates Aldicarb Aminocarb Bendiocarb Butocarboxim Carbaryl Carbofuran Carbosulfan m-Cumenyl methylcarbamate Ethienocarb Fenobucarb Isoprocarb Methomyl Metolcarb Oxamyl Promecarb Propoxur Inorganic compounds Aluminium phosphide Boric acid Chromated copper arsenate Copper(II) arsenate Copper(I) cyanide Cryolite Diatomaceous earth Lead hydrogen arsenate Paris Green Scheele's Green Insect growth regulators Benzoylureas (Bistrifluron, Diflubenzuron, Flufenoxuron, Lufenuron, Novaluron, Noviflumuron) Hydroprene Methoprene Pyriproxyfen Neonicotinoids Acetamiprid Clothianidin Dinotefuran Imidacloprid Imidaclothiz Nitenpyram Nithiazine Paichongding Thiacloprid Thiamethoxam Organochlorides Aldrin Beta-HCH Carbon tetrachloride Chlordane Cyclodiene 1,2-DCB 1,4-DCB 1,1-DCE 1,2-DCE DDD DDE DDT DFDT Dicofol Dieldrin Endosulfan Endrin Heptachlor Kepone Lindane Methoxychlor Mirex Tetradifon Toxaphene Organophosphorus Acephate Azamethiphos Azinphos-methyl Bensulide Chlorethoxyfos Chlorfenvinphos Chlorpyrifos Chlorpyrifos-methyl Coumaphos Demeton-S-methyl Diazinon Dichlorvos Dicrotophos Diisopropyl fluorophosphate Dimefox Dimethoate Dioxathion Disulfoton Ethion Ethoprop Fenamiphos Fenitrothion Fenthion Fosthiazate Isoxathion Malathion Methamidophos Methidathion Mevinphos Mipafox Monocrotophos Naled Omethoate Oxydemeton-methyl Parathion Parathion-methyl Phenthoate Phorate Phosalone Phosmet Phoxim Pirimiphos-methyl Quinalphos R-16661 Schradan Temefos Tebupirimfos Terbufos Tetrachlorvinphos Tribufos Trichlorfon Pyrethroids Acrinathrin Allethrins Bifenthrin Bioallethrin Cyfluthrin Cyhalothrin Cypermethrin Cyphenothrin Deltamethrin Empenthrin Esfenvalerate Etofenprox Fenpropathrin Fenvalerate Flumethrin Fluvalinate Imiprothrin Metofluthrin Permethrin Phenothrin Prallethrin Pyrethrin (I, II; chrysanthemic acid) Pyrethrum Resmethrin Silafluofen Tefluthrin Tetramethrin Tralomethrin Transfluthrin Diamides Chlorantraniliprole Cyantraniliprole Flubendiamide Other chemicals Afoxolaner Amitraz Azadirachtin Bensultap Buprofezin Cartap Chlordimeform Chlorfenapyr Cyromazine Fenazaquin Fenoxycarb Fipronil Fluralaner Hydramethylnon Indoxacarb Limonene Lotilaner Pyridaben Pyriprole Sarolaner Adjuvants (Piperonyl butoxide, Sesamex) Spinosad Sulfluramid Tebufenozide Tebufenpyrad Veracevine Xanthone Metaflumizone Ryanodine Ryanodol Metabolites Oxon Malaoxon Paraoxon TCPy Schradan N-oxide Biopesticides Bacillus thuringiensis Baculovirus Beauveria bassiana Beauveria brongniartii Isaria fumosorosea Metarhizium acridum Metarhizium anisopliae Nomuraea rileyi Lecanicillium lecanii Paenibacillus popilliae Purpureocillium lilacinum Spinosad

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Adapted from the Wikipedia article [TCPy](https://en.wikipedia.org/wiki/TCPy) by Wikipedia contributors ([contributor history](https://en.wikipedia.org/wiki/TCPy?action=history)). Available under [Creative Commons Attribution-ShareAlike 4.0 International](https://creativecommons.org/licenses/by-sa/4.0/). Changes may have been made.