Entry X | Infrared bands (ν cm −1) | 1H chemical shifts δ(ppm) | Entry X | 13C chemical shifts δ(ppm) | ||||||||||||||
---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|---|
C = N | C-S | C-Br | Ar-C and Alip-C | Subst. | Ha (1 H, dd) | Hb (1 H, dd) | Hc (1 H, dd) | Ar-H | Subst. | C 3 | C 4 | C 5 | Ar-C | Subst. | ||||
1 | H | 1,593 | 679 | 562 | 3028-2854 | - | 3.06 | 3.77 | 5.25 | 6.71-7.34 | - | 1 | H | 155.60 | 43.66 | 64.68 | 111.77-146.521 | - |
J = 24 Hz | J = 29 Hz | J = 19 Hz | (12 H, m) | |||||||||||||||
2 | 4-Br | 1,596 | 685 | 5,621 | 3089-2852 | - | 3.07 | 3.82 | 5.26 | 6.70-7.51 | - | 2 | 4-Br | 155.56 | 43.45 | 64.10 | 112.13-144.13 | - |
J = 30 Hz | J = 28 Hz | J = 24 Hz | (11 H, m) | |||||||||||||||
3 | 2-Cl | 1,595 | 690 | 566 | 3065-2852 | - | 3.01 | 3.93 | 5.66 | 6.77-7.48 | - | 3 | 2-Cl | 157.50 | 42.08 | 61.50 | 113.28-143.99 | - |
J = 23 Hz | J = 29 Hz | J = 19 Hz | (11 H, m) | |||||||||||||||
4 | 4-Cl | 1,594 | 688 | 5,31 | 3046-2852 | - | 3.10 | 3.80 | 5.28 | 6.75-7.35 | - | 4 | 4-Cl | 155.82 | 43.70 | 64.75 | 113.52-144.40 | - |
J = 24 Hz | J = 29 Hz | J = 19 Hz | (11 H, m) | |||||||||||||||
5 | 3,4-(OCH3)2 | 1,594 | 678 | 569 | 3073-2873 | 1,254 | 3.08 | 3.76 | 5.17 | 6.75-7.36 | 3.83, 3.87 | 5 | 3,4-(OCH3)2 | 155.63 | 43.81 | 64.89 | 111.68-149.74 | 55.94, 55.98 |
J = 25 Hz | J = 30 Hz | J = 19 Hz | (11 H, m) | |||||||||||||||
6 | 4-I | 1,595 | 680 | 531 | 3090-2852 | - | 3.04 | 3.78 | 5.21 | 6.74-6.69 | - | 6 | 4-I | 156.11 | 43.52 | 64.21 | 93.16-143.45 | - |
J = 24 Hz | J = 29 Hz | J = 20 Hz | (11 H, m) | |||||||||||||||
7 | 4-OCH3 | 1,596 | 670 | 553 | 3095-2852 | 1,249 | 3.07 | 3.77 | 5.24 | 6.75-7.28 | 3.80 | 7 | 4-OCH3 | 155.81 | 43.75 | 64.29 | 113.57-159.13 | 55.28 |
J = 25 Hz | J = 31 Hz | J = 18 Hz | (11 H, m) | |||||||||||||||
8 | 4-CH3 | 1,594 | 680 | 546 | 3095-2854 | - | 3.07 | 3.77 | 5.25 | 6.71-7.34 | 2.31 | 8 | 4-CH3 | 156.10 | 43.72 | 64.47 | 111.68-146.48 | 21.13 |
J = 24 Hz | J = 28 Hz | J = 19 Hz | (11 H, m) |