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Title: Kinetics of retroaldol reaction of para substiltuted, β-nitrostyrenes and , β -methyl-, β-nitrostyrenes
Authors: Shurmugasundaram, A
Thanulinga, T Lekshmana
Murugesan, R
Issue Date: Mar-1991
Publisher: NISCAIR-CSIR, India
Abstract: The kinetics of retroaldol reaction, of β-nitrostyrene and β-methyl- β-nitrostyrene and their para- substituted derivatives have been studied spectrophotometrically 1:1 methanol-water (v/v) in the presence of sodium hydroxide. The order is unity in [β -nitrostyrene] and fractional in [OH-]. In the reaction of β-meyhyl-β nitro styrene the order in [substrate] and [OH-] is unity each. On the basis of the kinetic data, a stepwise reftion mechanism has been proposed which involves nucleo-philic attack of OH - on the α-carbon and subsequent cleavage of Cα - Cβ bond. The rate of β methyl-β nitrostyrene is less than that of β nitrostyrene. Eletron withdrawing substituents accelerate the reaction and electron-releasing substituents retard it. Satisfactory Hammett correlations have been observed in both reaction series.
Page(s): 272-274
ISSN: 0975-0975(Online); 0376-4710(Print)
Appears in Collections:IJC-A Vol.30A(03) [March 1991]

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