The rates of p-tolylthio denitration of 1-methyl-2,5-dinitropyrrole, 2,5-dinitrofuran, 2,5-dinitrothiophene, and 1,4-dinitrobenzene have been measured in methanol at 25°C. The reactivity order observed differs from that observed in the piperidino denitration of the same substrates for the inversion of the reactivity between the pyrrole and benzene derivatives. A possible cause is suggested for this inversion.

Response of Nitro-Activated Benzene and Five-Membered Heteroaromatic Systems to the Nucleophilic Reagent. Kinetics of p-Tolylthio Denitration in Methanol / Mencarelli, Paolo; Franco, Stegel. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - STAMPA. - 42:22(1977), pp. 3550-3552. [10.1021/jo00442a023]

Response of Nitro-Activated Benzene and Five-Membered Heteroaromatic Systems to the Nucleophilic Reagent. Kinetics of p-Tolylthio Denitration in Methanol

MENCARELLI, Paolo;
1977

Abstract

The rates of p-tolylthio denitration of 1-methyl-2,5-dinitropyrrole, 2,5-dinitrofuran, 2,5-dinitrothiophene, and 1,4-dinitrobenzene have been measured in methanol at 25°C. The reactivity order observed differs from that observed in the piperidino denitration of the same substrates for the inversion of the reactivity between the pyrrole and benzene derivatives. A possible cause is suggested for this inversion.
1977
01 Pubblicazione su rivista::01a Articolo in rivista
Response of Nitro-Activated Benzene and Five-Membered Heteroaromatic Systems to the Nucleophilic Reagent. Kinetics of p-Tolylthio Denitration in Methanol / Mencarelli, Paolo; Franco, Stegel. - In: JOURNAL OF ORGANIC CHEMISTRY. - ISSN 0022-3263. - STAMPA. - 42:22(1977), pp. 3550-3552. [10.1021/jo00442a023]
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Utilizza questo identificativo per citare o creare un link a questo documento: https://hdl.handle.net/11573/450818
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