NAKITERPIOSIN
The Man with the Golden Chalk

Spectral Correlations

The spectral correlations are as follows:

H NMR Correlations:

Chemical Shift Coupling J Value # of H's Rationale
7.44 d 7.5 Hz 1H Doublet, close proximity carbonyl group, which deshields electrons
7.23 t 7.5 Hz 1H Aromatic with 2 hydrogen neighbors
7.11 dd 7.5 Hz 1H Long range coupling, aromatic doublet, lower ppm.
6.4 ddd 6.0 Hz 1H long range coupling, bromine and carbonyl in close proximity
4.89 d 7.5 Hz 1H Oxygen neighbor, doublet
4.75 m n/a 1H Long range coupling
4.45 d 5.5 Hz 2H proximity to Hydroxyl, doublet
4.29 d 6.2 Hz 2H Proximity to oxygen, doublet
3.12 dd 5.1, 2.2 Hz 2H Proximity to bromine group, long range coupling
2.8 dd 6.0, 1.3 Hz 1H Long range coupling, doublet
2.26 m n/a 1H proximity to bromine group
2.23 s n/a 3H Off Aromatic carbon
1.66 s n/a 3H sp3
1.51 s n/a 3H sp3
1.37 s n/a 3H Off sp3 carbon
Man with the Golden Chalk
Molecule 13