Kinetics of reactions of hydroxide ion and water with. beta.-X-substituted. alpha.-nitrostilbenes (X= Cl, I, SEt, OMe, SCH2CH2OH) in 50% Me2SO-50% water. Search …
CF Bernasconi, J Fassberg, RB Killion Jr…
Index: Bernasconi, Claude F.; Fassberg, Julianne; Killion Jr., Robert B.; Schuck, David F.; Rappoport, Zvi Journal of the American Chemical Society, 1991 , vol. 113, # 13 p. 4937 - 4946
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Citation Number: 33
Abstract
Abstract: The hydrolysis of Ph (LG) C= CPh (N02)(4-M, LG= CI, I, SEt, OMe) in basic solution yields the anion of 1, 2-diphenyl-2-nitroethanone, PhC (= O) C (= NO,-) Ph (83, by the addition-elimination mechanism of nucleophilic vinylic substitution (Scheme I), while the reaction of base with Ph (SCH2CH20H) C= CPh (N02)(4-SCH2CH20H) leads to a cyclic intermediate (T) by intramolecular nucleophilic attack by the ionized OH group (eq 6). The ...
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