We evaluate the applicability of the workflow to discover organic co-solvents for two molecules-limonene and benzaldehyde. Commonly found in essential oils and bio-oils, these two molecules are promising feedstocks for electrocatalytic conversion into fuels and chemicals. We experimentally validate the ML predictions by measuring solubilities of limonene and benzaldehyde in five organic co-solvents at different volume fractions in water. The model accurately predicts solubility trends for mixtures of water with ethanol, acetic acid, and ethylene glycol. However, the model overestimated the solubilities of limonene in N,N-dimethylacetamide (DMA) and benzaldehyde in methanol. Disagreements with experiments may be due to nonidealities of solubility in the organic/water mixtures, indicating that the assumption of directly correlating organic solubility with solubility in the mixture has limitations. Additionally, while the qualitative capabilities of the organic solubility model allow it to effectively distinguish between good and poor solvents, it may struggle to accurately identify the best option among them.