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.

Myclobutanil
Names
IUPAC name
2-(4-Chlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)hexanenitrile
Identifiers
CAS Number
3D model (JSmol)
Beilstein Reference
 7138849
ChEBI
ChemSpider
ECHA InfoCard 100.101.000
EC Number
  • 410-400-0
KEGG
MeSH Systhane
PubChem CID
RTECS number
  • XZ5257000
UNII
UN number 3077
CompTox Dashboard (EPA)
Properties
Chemical formula
 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
Solubility in water
 142 mg⋅dm−3
Hazards
GHS pictograms
GHS Signal word Warning
GHS hazard statements
 H302, H319, H361, H411
GHS precautionary statements
 P273, P281, P305+351+338
NFPA 704 (fire diamond)
1
2
0
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).
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Infobox references

Stereoisomerism
Myclobutanil (2 stereoisomers)

(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 Culture

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
  1. "Myclobutanil Product Sheet". Kingtai Chemicals Co.
  2. GOV, NOAA Office of Response and Restoration, US. "MYCLOBUTANIL - CAMEO Chemicals - NOAA". cameochemicals.noaa.gov.
  3. "Product Safety Assessment: Myclobutanil".
  4. "Canadians not told about banned pesticide found in medical pot supply" – via The Globe and Mail.
  5. "Tests show bootleg marijuana vapes tainted with hydrogen cyanide".
  6. "Technical Bulletin".
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