Table 3.
NMR spectroscopic data and GC retention indices of all constitutional isomers of dichlorodimethoxybenzene in comparison to natural Y.
| Compound | 1H NMR | 13C NMR | I (HP5-MS) |
| 10c | 7.07 (s, 2H, 2 × CH) 3.92 (s, 6H, 2 × OCH3) |
150.7 (2 × Cq) 127.1 (2 × Cq) 125.1 (2 × CH) 61.1 (2 × OCH3) |
1339 |
| 10b | 6.98 (d, 1H, 4JH,H = 2.5 Hz, CH) 6.80 (d, 1H, 4JH,H = 2.5 Hz, CH) 3.86 (s, 3H, OCH3) 3.84 (s, 3H, OCH3) |
154.1 (Cq) 144.4 (Cq) 129.1 (Cq) 128.9 (Cq) 121.6 (CH) 111.7 (CH) 60.8 (OCH3) 56.3 (OCH3) |
1426 |
| 10k | 6.84 (s, 2H, 2 × CH) 3.84 (s, 3H, OCH3) 3.76 (s, 3H, OCH3) |
155.7 (Cq) 146.2 (Cq) 129.5 (2 × Cq) 114.5 (2 × CH) 60.8 (OCH3) 55.9 (OCH3) |
1443 |
| 10j | 6.97 (s, 2H, 2 × CH) 3.85 (s, 6H, 2 × OCH3) |
149.2 (2 × Cq) 120.9 (2 × Cq) 114.5 (2 × CH) 56.8 (2 × OCH3) |
1448 |
| 10a | 7.15 (d, 1H, 3JH,H = 9.0 Hz, CH) 6.76 (d, 1H, 3JH,H = 9.0 Hz, CH) 3.86 (s, 3H, OCH3) 3.85 (s, 3H, OCH3) |
152.4 (Cq) 146.7 (Cq) 127.5 (Cq) 124.7 (CH) 124.5 (Cq) 111.0 (CH) 60.6 (OCH3) 56.2 (OCH3) |
1466 |
| 10e | 7.23 (d, 1H, 3JH,H = 9.0 Hz, CH) 6.66 (d, 1H, 3JH,H = 9.0 Hz, CH) 3.90 (s, 3H, OCH3) 3.89 (s, 3H, OCH3) |
155.1 (Cq) 153.2 (Cq) 127.7 (CH) 120.7 (Cq) 118.2 (Cq) 107.9 (CH) 60.6 (OCH3) 56.5 (OCH3) |
1487 |
| 10d | 6.90 (s, 2H, 2 × CH) 3.86 (s, 6H, 2 × OCH3) |
148.3 (2 × Cq) 123.4 (2 × Cq) 112.9 (2 × CH) 56.2 (2 × OCH3) |
1505 |
| 10h | 7.34 (s, 1H, CH) 6.53 (s, 1H, CH) 3.90 (s, 6H, 2 × CH3) |
154.5 (2 × Cq) 130.5 (CH) 114.0 (2 × Cq) 97.8 (CH) 56.5 (2 × OCH3) |
1545 |
| 10f | 6.60 (s, 2H, 2 × CH) 3.89 (s, 6H, 2 × CH3) |
156.4 (2 × Cq) 133.0 (Cq) 109.3 (Cq) 105.5 (2 × CH) 56.5 (2 × OCH3) |
1556 |
| 10g | 6.62 (d, 1H, 4JH,H = 2.7 Hz, CH) 6.42 (d, 1H, 4JH,H = 2.7 Hz, CH) 3.87 (s, 3H, OCH3) 3.79 (s, 3H, OCH3) |
158.7 (Cq) 156.7 (Cq) 133.8 (Cq) 113.5 (Cq) 106.4 (CH) 98.6 (CH) 56.4 (OCH3) 55.7 (OCH3) |
1565 |
| 10i | 6.81 (s, 2H, 2 × CH) 3.86 (s, 6H, 2 × OCH3) |
150.3 (2 × Cq) 123.1 (2 × Cq) 110.0 (2 × CH) 56.8 (2 × OCH3) |
1574 |
| Y | 1426 | ||