Table 1.
1H chemical shifts of CH2, CH, and OH protons and enol percentage. From [24] with permission from the American Chemical Society.
Compound/Chemical Shifts a and % Enol | Diketo | Enol | OH | % Enol |
---|---|---|---|---|
2,4-Pentanedione | 3.58 | 5.50 | 15.34 | 79 |
2,4-Hexanedione | 3.18 b | 5.08 b | 13.46 b | 81 |
5-Methyl-3,5-hexanedione | 3.57 | 5.50 | 14.92 | 80 |
2,2-Dimethyl-3,5-hexanedione | 3.56 | 5.60 | 15.58 | 94 |
3,5-Heptanedione | 3.66 | 5.66 | 15.04 | 76 |
3,5-Heptanedione | 3.18 b | 5.12 b | 14.30 b | 76 |
2-Methyl-3,5-heptanedione | 3.57 | 5.50 | 14.92 | 88 |
2,2-Dimethyl-3,5-heptanedione | 3.56 | 5.58 | 15.88 | 92 |
2,6-Dimetyl-3,5-heptanedione | 3.60 | 5.50 | 15.50 | 94 |
2,2,6-Trimethyl-3,5-heptanedione | 3.54 b | 5.28 b | 15.52 b | 96 |
2,2,6,6-Tetramethyl-3,5-heptanedione | 3.74 | 5.86 | c | c |
a Chemical shifts in ppm from internal TMS. b Chemical shifts in ppm from external TMS. c No data given.