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Fungicides
Thiophanate-methyl
Другие языки:

Thiophanate-methyl

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Thiophanate-methyl
Chemical structure of thiophanate-methyl.
Names
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
  • InChI=1S/C12H14N4O4S2/c1-19-11(17)15-9(21)13-7-5-3-4-6-8(7)14-10(22)16-12(18)20-2/h3-6H,1-2H3,(H2,13,15,17,21)(H2,14,16,18,22)
    Key: QGHREAKMXXNCOA-UHFFFAOYSA-N
  • COC(=O)NC(=S)NC1=CC=CC=C1NC(=S)NC(=O)OC
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).

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. In Europe it is applied to tomato, wine grapes, beans, wheat, and aubergine.

Methods for its analysis have received considerable attention. It is commonly used to treat botrytis bunch rot and gray mold caused by Botrytis cinerea strawberry in California. Thiophanate-methyl acts as a fungicide via its primary metabolite carbendazim.


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