Myclobutanil
Myclobutanil is a triazole chemical used as a fungicide. It is a steroid demethylation inhibitor, specifically inhibiting ergosterol biosynthesis.[1] Ergosterol is a critical component of fungal cell membranes.
Names | |
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IUPAC name
2-(4-Chlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)hexanenitrile | |
Identifiers | |
3D model (JSmol) |
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7138849 | |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.101.000 |
EC Number |
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KEGG | |
MeSH | Systhane |
PubChem CID |
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RTECS number |
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UNII | |
UN number | 3077 |
CompTox Dashboard (EPA) |
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Properties | |
C15H17ClN4 | |
Molar mass | 288.78 g·mol−1 |
Appearance | Pale, yellow, translucent crystals |
Melting point | 63 to 68 °C (145 to 154 °F; 336 to 341 K) |
Boiling point | 202 to 208 °C (396 to 406 °F; 475 to 481 K) at 130 Pa |
142 mg⋅dm−3 | |
Hazards | |
GHS pictograms | |
GHS Signal word | Warning |
H302, H319, H361, H411 | |
P273, P281, P305+351+338 | |
NFPA 704 (fire diamond) | |
Flash point | > 100 °C (212 °F; 373 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 | |
Stereoisomerism
Myclobutanil (2 stereoisomers) | |
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(S)-configuration |
(R)-configuration |
Safety
When heated, myclobutanil decomposes to produce corrosive and/or toxic fumes, including carbon monoxide, carbon dioxide, hydrogen chloride, hydrogen cyanide, and nitrogen oxides.[2][3]
Banned for cannabis cultivation
Myclobutanil is banned in Canada, Colorado, Washington, Oregon, and Oklahoma for the production of medical and recreational marijuana. In 2014, a Canadian news investigation by The Globe and Mail reported the discovery of myclobutanil in medical marijuana produced by at least one government licensed grower.[4] In September 2019, NBC News commissioned CannaSafe to test THC cartridges for heavy metals, pesticides, and residual solvents like Vitamin E; pesticides, including myclobutanil, was found in products from unlicensed dealers.[5] In Michigan, the current state action limit for myclobutanil is 200 ppb in cannabis products.[6]
References
- "Myclobutanil Product Sheet". Kingtai Chemicals Co.
- GOV, NOAA Office of Response and Restoration, US. "MYCLOBUTANIL - CAMEO Chemicals - NOAA". cameochemicals.noaa.gov.
- "Product Safety Assessment: Myclobutanil".
- "Canadians not told about banned pesticide found in medical pot supply" – via The Globe and Mail.
- "Tests show bootleg marijuana vapes tainted with hydrogen cyanide".
- "Technical Bulletin".
External links
- Myclobutanil in the Pesticide Properties DataBase (PPDB)
- International Programme on Chemical Safety