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The synthesis of pyraclofos involves constructing its complex structure through a multi-step process centered around phosphorothioate ester formation. The key intermediate is 1-(4-chlorophenyl)-1H-pyrazol-4-ol, which is first reacted with ethyl chlorophosphate to introduce the O-ethyl phosphorothioate group. This intermediate is then coupled with propyl mercaptan under controlled conditions to yield the final product: O-[1-(4-chlorophenyl)-1H-pyrazol-4-yl] O-ethyl S-propyl phosphorothioate. The reaction typically requires an inert atmosphere and a base such as triethylamine to neutralise byproducts.
ChEBI: Pyraclofos is an organic thiophosphate, an organothiophosphate insecticide, an organochlorine insecticide, a member of pyrazoles, a member of monochlorobenzenes and an organosulfur compound. It has a role as an EC 3.1.1.7 (acetylcholinesterase) inhibitor and an agrochemical.
Respiratory, contact and stomach action. Acetylcholinesterase inhibitor.
Insecticide; Nematicide; Veterinary substance