Table 3.
Thermodynamics of activation for decarboxylation of the TBA Salt of 1-ChxO in nonpolar solvents.
| Temp Range | k25°C s−1 | log k25°C | ΔH‡ kcal | ΔG‡ kcal | TΔS‡ kcal | |
|---|---|---|---|---|---|---|
| Water | 120 – 180°C | 4.9 × 10−14 | −13.31 | 37.3 | 35.5 | 1.8 |
| Formamide | 110 – 160°C | 4.3 × 10−13 | −12.37 | 37.0 | 34.2 | 2.8 |
| NMF | 80 – 150°C | 2.1 × 10−12 | −11.68 | 37.2 | 33.3 | 3.9 |
| Acetonitrile | 80 – 120°C | 8.3 × 10−12 | −11.08 | 40.3 | 32.5 | 7.8 |
| DMSO | 80 – 150°C | 1.6 × 10−11 | −10.80 | 35.7 | 32.1 | 3.6 |
| DMF | 80 – 140°C | 2.2 × 10−11 | −10.66 | 37.1 | 31.9 | 5.1 |
| Me2-Acetamide | 80 – 120°C | 2.9 × 10−11 | −10.54 | 36.2 | 31.7 | 4.5 |
| Tetrahydrofuran | 70 – 140°C | 3.0 × 10−11 | −10.52 | 36.5 | 31.7 | 4.7 |
| Dioxane | 90 – 140°C | 3.0 × 10−11 | −10.52 | 34.3 | 31.7 | 2.6 |
| Acetone | 80 – 120°C | 3.0 × 10−11 | −10.52 | 39.3 | 31.7 | 7.6 |