Etridiazole
Chemical compound
From Wikipedia, the free encyclopedia
Etridiazole is a fungicide and pesticide used for prevention of pythium ultimum on cotton plants.[2]
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| Names | |
|---|---|
| Preferred IUPAC name
5-Ethoxy-3-(trichloromethyl)-1,2,4-thiadiazole | |
| Identifiers | |
3D model (JSmol) |
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| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.018.175 |
| EC Number |
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| KEGG | |
| MeSH | C014547 |
PubChem CID |
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| UNII | |
CompTox Dashboard (EPA) |
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| Properties | |
| C5H5Cl3N2OS | |
| Molar mass | 247.52 g·mol−1 |
| Appearance | Pure samples are colourless and odourless; impure samples take on a pale yellow appearance with a mild, persistent odour |
| Density | 1.497 g cm−3 [1] |
| Melting point | 22 °C (72 °F; 295 K) |
| Boiling point | 95 °C (203 °F; 368 K) at 1 mmHg |
| 0.117 g dm−3 | |
| log P | 3.37 |
| Vapor pressure | 0.011 mmHg/1.43 Pa at 25°C |
| Acidity (pKa) | 2.27 |
| Hazards | |
| Flash point | 154.5 °C (310.1 °F; 427.6 K) |
| Lethal dose or concentration (LD, LC): | |
LD50 (median dose) |
1028 mg/kg (rat, oral) 2000 mg/kg (mouse, oral) 779 mg/kg (rabbit, oral) 1700 mg/kg (rabbit, dermal) |
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Synthesis
Etridiazole can be synthesised from acetonitrile as follows:
It can also be is produced by the reaction of trichloroacetamidine hydrochloride with trichloromethanesulfenyl chloride, and then with sodium hydroxide in ethanol.[3]
Reactivity
Etridiazole is stable under normal conditions,[4] but degrades upon continuous exposure to sunlight,[5] and is hydrolysed by alkalis.[6] When heated to decomposition, it emits toxic fumes of hydrogen chloride, sulfur oxides, and nitrogen oxides.[7]
Safety
Etridiazole has been classified as a Group B2 Probable Human Carcinogen.[8]