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.