14613-33-3Relevant academic research and scientific papers
A supramolecular hydrogel derived from a simple organic salt capable of proton conduction
Chakraborty, Poulami,Das, Bikash,Pal, Pulak,Datta, Subhadeep,Bera, Sourabh,Dastidar, Parthasarathi
supporting information, p. 5251 - 5254 (2020/07/30)
The supramolecular hydrogel of a simple organic salt derived from a primary amine and a mono-sulfonic acid displayed a proton conductivity of 1.2 × 10-4 S cm-1. The hitherto unknown example of the supramolecular gel displaying proton conductivity provides
Bimolecular Nucleophilic Substitution (SN2) Reactions of Neopentyl Arenesulfonates with Anilines and Benzylamines in Methanol
Koh, Han Joong,Lee, Hai Whang,Lee, Ikchoon
, p. 253 - 258 (2007/10/02)
Bimolecular nucleophilic substitution (SN2) reactions of neopentyl arenesulfonates with anilines and benzylamines in methanol at 55.0 deg C are reported.The tightness of the transition state (TS) is similar to that for other typical SN2 processes at a primary alkyl carbon centre based on the magnitude of the cross-interaction constant ρxz (0.30) between the substituents in the nucleophile (X) and leaving group (Z).The TS variation is in accord with that predicted by the potential energy surface diagram, which in turn is consistent with the positive sign of ρxz; a later TS is obtained with a weaker nucleophile and nucleofuge.Taft's polar substituent constant, ?*, for the trimethylsilyl group is estimated to be -0.48 by using a factor of 1.875 for the fall-off of ?* from the tert-butyl to the neopentyl group and extrapolating from the experimental Taft plot.
Cross Interaction Constants As a Measure of Transition State structure. Part 7. Aminolysis of Alkyl Benzenesulphonates
Lee, Ikchoon,Choi, Young Hoon,Rhyu, Keun Woo,Shim, Chang Sub
, p. 1881 - 1886 (2007/10/02)
Kinetic studies of the reactions of methyl and ethyl benzenesulphonates with anilines and benzylamines in methanol and acetonitrile at 65.0 deg C have been reported.The magnitudes of cross-interaction constants between substituents in the nucleophile (X) and the leaving group (Z),ρxz and βxz, were found to be greater for the ethyl series which indicates a tighter transition state for ethyl rather than methyl derivatives.This unexpected trend has been rationalized by making the assumption that the small electron-donating polar effect, of the α-methyl substituent in the ethyl compounds, requires a tighter transition-state structure in addition to the major effect of steric repulsion on the activation barrier which is present in all SN2 reactions taking place at a carbon centre.
Transition-State Structures of Base-Promoted, Imine-Forming Eliminations from N-Benzyl-O-(arylsulfonyl)hydroxylamines
Hoffman, Robert V.,Belfoure, Edward L.
, p. 2183 - 2189 (2007/10/02)
Eliminations in XC6H4CH2NHOSO2C6H4Y promoted by amine bases were examined in 2.25 M H2O in THF-EtOAc (3:1) and methanol.Transition-state parameters in methanol were found to be ρ = 0.11, kH/kD = 1.2, for the benzylic group and ρ = 1.65 for the leaving group.These data indicate that the polar solvent methanol causes an E1-like transition state in this elimination.Broensted parameters were determined for both solvent and found to be α = 0.3 and β = 2.32 for the former and α = 0.1 and β = 2.65 for methanol.These parameters can be used to map the transition-state structure in a More-O'Ferral-Jencks diagram.Values of β1g for a variety of reactions are found to be a useful gauge of reaction type and leaving group loss in the transition state.
