Table 1.
Percent composition of 1 obtained using NMR and LCMS spectrum. All yields were determined via NMR except when marked by an “*” to denote the yield was determined via LC/MS.
| TLC Spot Intensity | TLC Yield | Assay Yield | Error | |
|---|---|---|---|---|
| Control | 70 | - | - | - |
| 1,4-phenylenediamine | 0 | 100 | 100 | 0 |
| 1-dodecanethiol | 55 | 21 | 12 | 9 |
| 2-mercaptoethanol | 72 | −3 | 0 | 2 |
| 1,4-butanedithiol | 86 | −23 | 10 | 33 |
| 3,6-dioxa-1,8-octane-dithiol | 57 | 19 | 0 | 22 |
| p-Xylylenediamine | 0 | 100 | 100 | 0 |
| 1-decanethiol | 67 | 4 | 20 | 16 |
| 4-methoxybenzylamine | 0 | 100 | 96 | 4 |
| dodecylamine | 0 | 100 | 100 | 0 |
| N-benzylmethylamine | 0 | 100 | 94* | 6 |
| AVG. ERROR | 9 |