Myclobutanil

Myclobutanil
Names
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 410-400-0
KEGG
MeSH Systhane
RTECS number XZ5257000
UN number 3077
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
Flammability code 1: Must be pre-heated before ignition can occur. Flash point over 93 °C (200 °F). E.g., canola oilHealth code 2: Intense or continued but not chronic exposure could cause temporary incapacitation or possible residual injury. E.g., chloroformReactivity code 0: Normally stable, even under fire exposure conditions, and is not reactive with water. E.g., liquid nitrogenSpecial hazards (white): no codeNFPA 704 four-colored 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

Myclobutanil is a triazole chemical used as a fungicide.[1] It is a steroid demethylation inhibitor, specifically inhibiting ergosterol biosynthesis.[2] Ergosterol is a critical component of fungal cell membranes. 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] Myclobutanil is banned in Canada, Colorado, Washington, and Oregon for the production of medical and recreational marijuana; however, despite the Canadian ban, myclobutanil has been discovered in medical marijuana produced by at least one government licensed grower.[5]

Stereoisomerism

Myclobutanil (2 stereoisomers)

(S)-configuration
(R)-configuration

References

  1. ↑ Myclobutanil, PAN Pesticides Database
  2. ↑ "Myclobutanil Product Sheet". Kingtai Chemicals Co.
  3. ↑ GOV, NOAA Office of Response and Restoration, US. "MYCLOBUTANIL - CAMEO Chemicals - NOAA". cameochemicals.noaa.gov.
  4. ↑ "Product Safety Assessment: Myclobutanil".
  5. ↑ "Canadians not told about banned pesticide found in medical pot supply" – via The Globe and Mail.
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