Table 6. Reaction between Ethyl Propiolate and Dodecanethiol Catalyzed by Triethylamine in Various Solvents at 0.1 M and Ambient Temperature76.
| solvent | dielectric constant | conversion (%) | E/Z |
|---|---|---|---|
| C6H6 | 2.27 | 50 | 98/2 |
| CHCl3 | 4.81 | 96 | 97/3 |
| acetone | 20.7 | 100 | 52/48 |
| MeCNa | 37.5 | 100 | 34/66 |
| DMSOb | 46.7 | 100 | 22/78 |
MeCN = acetonitrile.
DMSO = dimethylsulfoxide.
