Myclobutanil

Myclobutanil
Names
	IUPAC name 2-(4-Chlorophenyl)-2-(1,2,4-triazol-1-ylmethyl)hexanenitrile
Identifiers
CAS Number	88671-89-0 ;
3D model (JSmol)	Interactive image;
Beilstein Reference	7138849
ChEBI	CHEBI:75281 ;
ChemSpider	6096 ; 9252226 (2R) ;
ECHA InfoCard	100.101.000
EC Number	410-400-0;
KEGG	C18477 ;
MeSH	Systhane
PubChem CID	6336; 11077077 (2R); 38989055 (2S);
RTECS number	XZ5257000;
UN number	3077
CompTox Dashboard (EPA)	DTXSID8024315 ;
	InChI InChI=1S/C15H17ClN4/c1-2-3-8-15(9-17,10-20-12-18-11-19-20)13-4-6-14(16)7-5-13/h4-7,11-12H,2-3,8,10H2,1H3 Key: HZJKXKUJVSEEFU-UHFFFAOYSA-N ;
	SMILES CCCCC(Cn1cncn1)(C#N)c1ccc(Cl)cc1;
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 labelling:
Pictograms
Signal word	Warning
Hazard statements	H302, H319, H361, H411
Precautionary statements	P273, P281, P305+P351+P338
NFPA 704 (fire diamond)	2 1 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). verify (what is ?) 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

^ Myclobutanil, PAN Pesticides Database
^ "Myclobutanil Product Sheet". Kingtai Chemicals Co.
^ 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.

External links

Myclobutanil in the Pesticide Properties DataBase (PPDB)
International Programme on Chemical Safety

[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.{{cite web}}: CS1 maint: multiple names: authors list (link)

[4] "Product Safety Assessment: Myclobutanil".

[5] "Canadians not told about banned pesticide found in medical pot supply" – via The Globe and Mail.

[1]

[2]

[3]

[4]

[5]