Table 1.
Decarbamoylation Rate Constants k21 in the Absence of Carbamate at 25 °C a
| Carbamoyl Group Substituents | Leaving Group b | Carbamate Common Name | nc | k21 × 106 min−1 |
|---|---|---|---|---|
| N-monomethyl | ||||
| HTMA | Monomethyl neostigmine | 8 | 12300 ± 400 | |
| NAP | 4 | 12500 ± 200 | ||
| 1-Napthol | carbaryl | 7 | 11300 ± 600 | |
| M7H | 10 | 12900 ± 500 | ||
| N,N-dimethyl | ||||
| HTMA | neostigmine | 15 | 3600 ± 300 | |
| M7H | 6 | 3000 ± 300 | ||
| F | 4 | 3200 ± 200 | ||
| N-ethyl-N-methyl | ||||
| HTMA | 16 | 150 ± 20 | ||
| NAP | rivastigmine | 19 | 160 ± 10 | |
| M7H | 4 | 200 ± 40 | ||
| N,N-diethyl | ||||
| HTMA | 11 | 16 ± 5 | ||
| NAP | 4 | 23 ± 6 | ||
| M7H | 9 | 14 ± 4 | ||
| F | 2 | 7 ± 1 |