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- W1526354015 abstract "Vinylogous Acyl Compounds. XX. Reactivity and Toxicity of Aryl-substituted β-Chlorovinyl Ketones, β-Chlorovinyl Aldehydes, and β-Chlorovinyl Methyleniminium SaltsBased on kinetic measurements, the nucleophilic replaceability of the chlorine in aromatic β-chlorovinyl ketones ArCO-CH CH-Cl (1), isomeric β-chlorovinyl aldehydes OCHCHC(Cl)Ar(2), and corresponding β-chlorovinyl methyleniminium salts Me2N⊕;CHCHC(Cl)Ar X⊖ (3) is compared and related to toxicological findings. The chemical reactivity of these important synthetic building blocks increases in the order 2<1<3, the acute toxicity (24 h LD50 i. p. in the mouse) shows the graduation 2<3<1. Compounds of type 1 prove to be relatively toxic (LD50 24–42 mg/kg) and display a marked necrotic action after percutaneous absorption, whereas the aldehydes 2 have not only a minor acute toxicity (LD50 158–298 mg/kg) but also a somewhat less marked skin damaging activity. In addition, the LD50 values of selected β-chlorovinyl carbonyl compounds are compared with those of corresponding halogen-free compounds as well as of vinylogous carbonamidium salts ArCOCHCHN⊕R3X⊖. The latter, which can be used as synthetic equivalents of 1, differ in both the reduced acute toxicity and missing skin damaging properties." @default.
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- W1526354015 date "1983-01-01" @default.
- W1526354015 modified "2023-09-27" @default.
- W1526354015 title "Vinyloge Acylverbindungen. XX. Reaktivit�t und Toxizit�t arylsubstituierter ?-Chlorvinylketone, ?-Chlorvinylaldehyde und ?-Chlorvinylmethyleniminiumsalze" @default.
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- W1526354015 doi "https://doi.org/10.1002/prac.19833250108" @default.
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