Supplemental Table S2. 13C NMR data of 4,9-tetradecadienyl compounds; alcohol, acetate, and aldehyde.

Chemical shift (δ, ppm)
OH / OAc a / Ald
Position / E4,E9- / E4,Z9- / Z4,E9- / Z4,Z9- / E4,E9- / E4,Z9- / Z4,E9- / Z4,Z9- / E4,E9- / E4,Z9- / Z4,E9- / Z4,Z9-
1 / 62.6 / 62.6 / 62.7 / 62.7 / 64.0 / 64.0 / 64.0 / 64.0 / 202.4 / 202.4 / 202.2 / 202.3
2 / 32.5 / 32.5 / 32.7 / 32.6 / 28.9 / 28.9 / 28.6 / 28.6 / 43.6 / 43.5 / 43.9 / 28.9
3 / 28.9 / 28.9 / 23.6 / 23.6 / 28.5 / 28.5 / 23.6 / 23.6 / 25.2 / 25.2 / 20.1 / 20.1
4 / 129.6b / 129.7d / 129.1f / 129.2h / 128.9j / 129.0l / 129.1n / 128.4p / 127.9r / 127.9t / 127.3v / 127.4x
5 / 131.0b / 131.0d / 130.6f / 130.5h / 131.3j / 131.3l / 130.6n / 130.8p / 131.9r / 131.8t / 131.5v / 131.4x
6 / 32.0 / 32.1 / 26.7 / 26.9 / 32.0 / 32.1 / 26.7 / 26.8 / 31.9 / 32.1 / 26.7 / 26.8
7 / 29.5 / 29.6 / 29.7 / 29.8 / 29.5 / 29.6 / 29.6 / 29.7 / 29.3 / 29.5 / 29.5 / 29.6
8 / 32.1 / 26.7 / 32.2 / 26.9 / 32.0 / 26.7 / 32.2 / 26.8 / 32.0 / 26.6 / 32.1 / 26.8
9 / 130.0c / 129.5e / 129.9g / 129.5i / 130.0k / 129.5m / 129.9o / 129.4q / 129.9s / 129.4u / 129.8w / 129.3y
10 / 130.7c / 130.2e / 130.8g / 130.3i / 130.7k / 130.2m / 130.8o / 130.3q / 130.8s / 130.2u / 130.9w / 130.4y
11 / 32.3 / 27.0 / 32.3 / 27.0 / 32.3 / 27.0 / 32.3 / 26.9 / 32.3 / 27.0 / 32.3 / 26.9
12 / 31.8 / 32.0 / 31.8 / 31.9 / 31.8 / 32.0 / 31.8 / 31.9 / 31.8 / 32.0 / 31.8 / 31.9
13 / 22.2 / 22.4 / 22.2 / 22.4 / 22.2 / 22.4 / 22.2 / 22.4 / 22.2 / 22.4 / 22.2 / 22.4
14 / 14.0 / 14.0 / 14.0 / 14.0 / 14.0 / 14.0 / 14.0 / 14.0 / 14.0 / 14.0 / 14.0 / 14.0

a Chemical shift of CH3CO2; 21.0 and 171.2 ppm for all isomers.

b-y Chemical shift values may be reversed.