Table 2.
Deuterium Oxide Kinetic Isotope Effects on Decarbamoylation Rate Constants k21 at 25 °C a
| Carbamoyl Group Substituents | Leaving Group b | nc | k21 H2O / k21D2O c |
|---|---|---|---|
| N-monomethyl | HTMA | 1 | 2.8 ± 0.2 |
| N,N-dimethyl | HTMA | 4 | 2.4 ± 0.2 |
| N-ethyl-N-methyl | HTMA | 3 | 1.8 ± 0.2 |
| N,N-diethyl | HTMA | 3 | 1.1 ± 0.2 |
Values of k21 obtained as outlined in the Experimental Procedures and Table 2.
Leaving group structures are shown in Figure 1.
Pairs of duplicate or triplicate measurements of k21 in H2O or D2O were collected, and the ratio of the means of k21 in H2O to k21 in D2O (k21 H2O / k21D2O) in each pair comprised one independent measurement. The means and standard errors of n independent measurements are tabulated.