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Dual reactivity of the phosphonium zwitterion formed by the reaction of triisopropylphosphine with ethyl 2-cyanoacrylate toward 2,4-dinitro- and 2,4,6-trinitrofluorobenzenes

โœ Scribed by Yuri G. Gololobov; Olesya A. Linchenko; Pavel V. Petrovskii; Victor N. Khrustalev; Irina A. Garbuzova


Publisher
Royal Society of Chemistry
Year
2007
Tongue
English
Weight
274 KB
Volume
17
Category
Article
ISSN
0959-9436

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โœฆ Synopsis


A phosphonium zwitterion formed by the reaction of triisopropylphosphine with ethyl 2-cyanoacrylate possesses a dual reactivity: while this ion reacts with 2,4-dinitrofluorobenzene as a C-nucleophile, it reacts with 2,4,6-trinitrofluorobenzene as an N-nucleophile.


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The kinetics of the reactions of aryl isocyanates with the zwitterion formed by the addition of triisopropylphosphine to ethyl 2-cyanoacrylate in acetonitrile solution have been determined by a spectrophotometric method. It was established that the reaction is second order overall, first order with

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