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Equilibrium and kinetic study of the proton transfer reactions between nitroalkanes and strong organic bases - phosphazenes in tetrahydrofuran solvent

100%

Binkowska I., Gałęzowski W., Jarczewski A.

Open Chemistry

2010

vol. 8

issue 3

582-586

Proton transfer reactions rates between carbon acids 1-nitro-1-(4-nitrophenyl)ethane (NPNE), 2-methyl-1-nitro-1-(4-nitrophenyl)propane (MNPNP)) and phosphazenes (BEMP, BTPP, P1-t-Oct) in tetrahydrofuran have been measured, and the activation parameters were determined. The results are compared with those previously obtained for P1-t-Bu phosphazene, guanidines and amidines. [...]

A theoretical study of the limits of the acidity of carbon acids in phase transfer catalysis in water and in liquid ammonia

88%

Alkorta I., Elguero J., Gallo R.

Open Chemistry

2013

vol. 11

issue 11

1711-1722

The acidities of a large number of carbon acids have been theoretically calculated for the gas-phase and for DMSO solution. The gas-phase values, both ΔH and ΔG, are very well correlated with the available experimental data. From the calculated ΔG values in DMSO and the pKas in the same solvent, a homogeneous set of pK a (DMSO) values was devised that was used to generate pK a (water). These last pK as were used to establish the limits of the acidity of carbon acids for reactions under PTC conditions both alkylations and H/D exchange. A step further led to the pK as in liquid ammonia and from them to the virtual use of PTC using liquid ammonia instead of water. [...]

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2 Open Chemistry

1 2013

1 2010

1 Alkorta I.

1 Binkowska I.

1 Elguero J.

1 Gallo R.

1 Gałęzowski W.

1 Jarczewski A.

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Equilibrium and kinetic study of the proton transfer reactions between nitroalkanes and strong organic bases - phosphazenes in tetrahydrofuran solvent

A theoretical study of the limits of the acidity of carbon acids in phase transfer catalysis in water and in liquid ammonia