- The Stabilities of Meisenheimer Complexes. Part 39. Steric Effects on Rate and Equilibrium Constants for ?-Adducts Formation from Alkyl 2,4,6-Trinitrophenyl Ethers and Ethoxide Ions in Ethanol
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Rate and equilibrium data are reported for reactions of ethoxide ions in ethanol with four alkyl 2,4,6-trinitrophenyl ethers to give isomeric 1,3 and 1,1 ?-adducts.The results indicate the importance of streric factors in this series.Increasing the size of the alkyl substituent causes decreases in values of k3, the rate coefficient, and K3, the equilibrium constant, for reaction at the unsubstituted 3-position, and also causes decreases in values of k1 for reaction at the substituted position.
- Cooney, Aidan,Crampton, Michael R.
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p. 1793 - 1796
(2007/10/02)
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- The Stabilities of Meisenheimer Complexes. Part 20. Kinetic and Equilibrium Data for the Reactions of Some Aromatic Nitro Compounds with Propoxide Ions in Propan-1-ol.
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Rate and equilibrium data are reported for the formation of ?-adducts by the reaction of propoxide ions in propan-1-ol with 1,3,5-trinitrobenzene and a series of 1-propoxy-2,4-dinitro-6-X-benzenes (X = NO2, Cl, CO2Pr, H).The results are compared with those for ethoxide and isopropoxide additions.There is evidence for strong association with sodium ions of the 1,1-dipropoxy adducts; but adducts formed by base addition at unsubstituted positions are not strongly associated.In the nucleophilic substitution reaction with 1-chloro-2,4-dinitrobenzene free propoxide ions show greater reactivity than sodium propoxide ion-pairs.
- AlAruri, Ahmad D. A.,Crampton, Michael R.
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p. 2157 - 2184
(2007/10/02)
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