Thiophanate-methyl is an organic compound with the formula C6H4(NHC(S)NH(CO)OCH3)2. The compound is a colorless or white solid, although commercial samples are generally tan-colored. It is prepared from o-phenylenediamine. It is a widely used fungicide used on tree, vine, and root crops.[1]
Names | |
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Preferred IUPAC name Dimethyl N,N′-[1,2-phenylenebis(azanediylcarbonothioyl)]dicarbamate | |
Other names Dimethyl 4,4′-(o-phenylene)bis(3-thioallophanate) | |
Identifiers | |
3D model (JSmol) | |
ChemSpider | |
ECHA InfoCard | 100.041.567 |
PubChem CID | |
UNII | |
CompTox Dashboard (EPA) | |
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Properties | |
C12H14N4O4S2 | |
Molar mass | 342.39 g·mol−1 |
Appearance | white powder |
Melting point | 172 °C (342 °F; 445 K) |
26.6 mg/L | |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). |
Methods for its analysis have received considerable attention.[2][3][4] It is commonly used to treat botrytis bunch rot and gray mold caused by Botrytis cinerea strawberry in California.[5] Thiophanate-methyl acts as a fungicide via its primary metabolite carbendazim.