Myclobutanil
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Names | |
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IUPAC name 2-(4-Chlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)hexanenitrile | |
Identifiers | |
3D model (JSmol) | |
7138849 | |
ChEBI | |
ChemSpider | |
ECHA InfoCard | 100.101.000 |
EC Number |
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KEGG | |
MeSH | Systhane |
PubChem CID | |
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 labelling: | |
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Warning | |
H302, H319, H361, H411 | |
P273, P281, P305+P351+P338 | |
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). |
Myclobutanil is a triazole chemical used as a fungicide. It is a steroid demethylation (CYP51) inhibitor, specifically inhibiting ergosterol biosynthesis.[1] Ergosterol is a critical component of fungal cell membranes.
Stereoisomerism
[edit]Myclobutanil (2 stereoisomers) | |
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![]() (S)-configuration | ![]() (R)-configuration |
Safety
[edit]The Safety Data Sheet indicates the following hazards:
- Suspected of damaging fertility or the unborn child.
- Toxic to aquatic life with long lasting effects.[2]
The first hazard has caused this chemical to be placed on the 1986 California Proposition 65 toxics list.
When heated, myclobutanil decomposes to produce corrosive and/or toxic fumes, including carbon monoxide, carbon dioxide, hydrogen chloride, hydrogen cyanide, and nitrogen oxides.[3][4]
Banned for cannabis cultivation
[edit]Myclobutanil is banned in Canada, Colorado, Washington, Oregon, and Oklahoma for the production of medical and recreational cannabis. In 2014, a Canadian news investigation by The Globe and Mail reported the discovery of myclobutanil in medical cannabis produced by at least one government licensed grower.[5] 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.[6] In Michigan, the current state action limit for myclobutanil is 200 ppb in cannabis products.[7]
References
[edit]- ^ "Myclobutanil Product Sheet". Kingtai Chemicals Co.
- ^ "SAFETY DATA SHEET Myclobutanil" (PDF). Cayman Chemical Company. Retrieved 11 August 2021.
- ^ GOV, NOAA Office of Response and Restoration, US. "MYCLOBUTANIL - CAMEO Chemicals - NOAA". cameochemicals.noaa.gov.
{{cite web}}
: CS1 maint: multiple names: authors list (link) - ^ "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". NBC News.
- ^ "Technical Bulletin".
External links
[edit]- Myclobutanil in the Pesticide Properties DataBase (PPDB)
- International Programme on Chemical Safety