Etridiazol Synthesis
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Etridiazole is a
fungicide Fungicides are biocidal chemical compounds or biological organisms used to kill parasitic fungi or their spores. A fungistatic inhibits their growth. Fungi can cause serious damage in agriculture, resulting in critical losses of yield, quality, ...
and
pesticide Pesticides are substances that are meant to control pests. This includes herbicide, insecticide, nematicide, molluscicide, piscicide, avicide, rodenticide, bactericide, insect repellent, animal repellent, microbicide, fungicide, and lampri ...
used for prevention of
pythium ultimum ''Pythium ultimum'' is a plant pathogen. It causes the damping off and root rot diseases of hundreds of diverse plant hosts including corn, soybean, potato, wheat, fir, and many ornamental species. ''P. ultimum'' belongs to the peronosporal ...
on
cotton Cotton is a soft, fluffy staple fiber that grows in a boll, or protective case, around the seeds of the cotton plants of the genus ''Gossypium'' in the mallow family Malvaceae. The fiber is almost pure cellulose, and can contain minor perce ...
plants.


Synthesis

Etridiazole can be synthesised from
acetonitrile Acetonitrile, often abbreviated MeCN (methyl cyanide), is the chemical compound with the formula and structure . This colourless liquid is the simplest organic nitrile (hydrogen cyanide is a simpler nitrile, but the cyanide anion is not clas ...
as follows: It can also be is produced by the reaction of trichloroacetamidine hydrochloride with trichloromethanesulfenyl chloride, and then with sodium hydroxide in ethanol.


Reactivity

Etridiazole is stable under normal conditions, but degrades upon continuous exposure to sunlight, and is hydrolysed by alkalis. When heated to decomposition, it emits toxic fumes of
hydrogen chloride The compound hydrogen chloride has the chemical formula and as such is a hydrogen halide. At room temperature, it is a colourless gas, which forms white fumes of hydrochloric acid upon contact with atmospheric water vapor. Hydrogen chloride ga ...
,
sulfur oxides Sulfur oxide refers to many types of sulfur and oxygen containing compounds such as SO, SO2, SO3, S7O2, S6O2, S2O2, etc. Sulfur oxide (SO''x'') refers to one or more of the following: * Lower sulfur oxides (S''n''O, S7O2 and S6O2) * Sulfur monox ...
, and
nitrogen oxides Nitrogen oxide may refer to a binary compound of oxygen and nitrogen, or a mixture of such compounds: Charge-neutral *Nitric oxide (NO), nitrogen(II) oxide, or nitrogen monoxide *Nitrogen dioxide (), nitrogen(IV) oxide *Nitrogen trioxide (), or ni ...
.


Safety

Etridiazole has been classified as a Group B2 Probable Human Carcinogen.USEPA Office of Pesticide Programs, Health Effects Division, Science Information Management Branch: "Chemicals Evaluated for Carcinogenic Potential" (April 2006)


References

Fungicides Thiadiazoles Trichloromethyl compounds {{organic-chem-stub