| Identification | Back Directory | [Name]
Buprofezin [iso] | [CAS]
953030-84-7 | [Synonyms]
Buprofezin [iso]
2-tert-butylimino-5-phenyl-3-propan-2-yl-1,3,5-thiadiazinan-4-one
(Z)-2-((1,1-Dimethylethyl)imino)tetrahydro-3-(1-methylethyl)-5-phenyl-4H-1,3,5-thiadiazin-4-one | [Molecular Formula]
C16H23N3OS | [MOL File]
953030-84-7.mol | [Molecular Weight]
305.44 |
| Hazard Information | Back Directory | [Description]
Buprofezin is a thiadiazine insecticide for whitefly and other insect control. It has a low aqueous solubility and a low volatility. Depending on local conditions it can be moderately persistent in soils and very persistent in water systems. It is not expected to leach to groundwaters. It is moderately toxic to most fauna and flora, the main exception being honeybees for which buprofezin has a low toxicity. It also has a low oral toxicity for mammals. | [Definition]
ChEBI: Buprofezin is a 2-(tert-butylimino)-5-phenyl-3-(propan-2-yl)-1,3,5-thiadiazinan-4-one in which the C=N double bond has Z configuration. It has a role as an insecticide and a member of homopteran inhibitor of chitin biosynthesis. | [Production Methods]
The commercial production of buprofezin involves a multi-step chemical synthesis process that typically includes actinism, chlorination, condensation, and distillation crystallisation. Initially, actinism is carried out using solvents like dioxane or chloroform, which help activate the raw materials. The chlorination step introduces chlorine atoms using agents such as N-chloromethyl-N-phenyl carbamyl chloride, enhancing reactivity. In the synthesis phase, organic amines are used to facilitate condensation reactions, replacing traditional bases like ammonium bicarbonate to reduce ammonia nitrogen discharge in wastewater. Finally, the product undergoes distillation and crystallisation to isolate and purify buprofezin. | [Mechanism of action]
Contact and stomach action. Inhibitor of chitin biosynthesis. | [Pesticide Type]
Insecticide; Acaricide; Insect Growth Regulator |
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