55153-24-7Relevant academic research and scientific papers
Separation of Polar and Steric Effects in Reactions of ortho-Substituted Benzoate Ions with para-Substituted Phenacyl Bromides
Srinivasan, C.,Shunmugasundaram, A.,Roja, M.,Arumugam, N.
, p. 555 - 557 (2007/10/02)
The second order rate constants for SN2 reactions of several ortho-substituted benzoate ions with several para-substituted phenacyl bromides have been measured in 90percent acetone - 10percent water (v/v) mixture at 35 deg C.Satisfactory correl
The Separation of Polar and Steric Effects in the Reaction of ortho-Substituted Benzoate Ions with Ethyl Bromoacetate
Srinivasan, Chockalingam,Shunmugasundaram, Arunachalam,Arumugam, Natesan
, p. 213 - 216 (2007/10/02)
The second-order rate coefficients for the reactions of ortho-substituted benzoate ions with ethyl bromoacetate have been measured in a 90percent acetone-10percent water (v/v) mixture at three different temperatures and the results have been compared with those of phenacyl bromide.The order of reactivity of ortho-substituted benzoate ions with ethyl bromoacetate is almost the same as that observed for the reaction of ortho-substituted benzoate ions with phenacyl bromide.Attempts have been made to analyse the rate data in terms of electronic and steric effects by employing Charton's treatment.Analysis of the results shows that the localized effect is predominant over the delocalized effect in each reaction series and electron-releasing groups favour the reaction and electron-withdrawing groups retard it.The steric term is rate accelerating.The ΔS(excit.) values for all the ortho-substituted benzoate ions are negative and it appears that the bulk effect of the substituent plays a part in the variation of ΔS(excit.).
