Abraham model solute descriptors reveal strong intramolecular hydrogen bonding in 1,4-dihydroxyanthraquinone and 1,8-dihydroxyanthraquinone

Published solubility data is used to calculate the numerical values of the Abraham model solute descriptors for both 1,4-dihydroxyanthraquinone and 1,8-dihydroxyanthraquinone. The calculated value of the A solute descriptor (e.g. A = 0) indicates that the two dihydroxyanthraquinones cannot act as hydrogen-bond donors in their interactions with surrounding solvent molecules. Strong intramolecular hydrogen bonding between the hydrogen of the –OH functional groups and the oxygen atom of the neighbouring aromatic carbonyl group is believed to be the reason for the molecules' inability to serve as a hydrogen-bond donor.