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What is the order of solubility of N-(9-Fluorenylmethoxycarbonyloxy)succinimide in several mixed aqueous solutions?

Oct 15，2024

The preferential solubility of N-(9-Fluorenylmethoxycarbonyloxy)succinimide (Fmoc-OSu) in mixtures of DMF (1) + water (2), ethanol (1) + water (2), ethylene glycol (EG, 1) + water (2), and DMSO (1) + water (2) was such that, in the case of ethanol-rich and intermediate contents In the region of water-rich compositions, water preferentially dissolves Fmoc-OSu for the four aqueous co-solvent mixtures.The dipole-polarisation and solubility parameters of the solvents play a major role in the variation of the solubility of Fmoc-OSu. In addition, the results of thermodynamic dissolution and enthalpy-entropy compensation analyses showed that two different mechanisms, enthalpy-driven and entropy-driven, controlled the solubility changes of Fmoc-OSu in DMF/EG/DMSO + water mixtures, while enthalpy-driven controlled the solubility changes of Fmoc-OSu in ethanol + water mixtures.

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References:

[1] FANG ZHANG; Hui L; Jingwei Yang. Solubility of N-(9-fluorenylmethoxycarbonyloxy)-succinimide in several aqueous co-solvent solutions revisited: Solvent effect, preferential solvation and dissolution and transfer properties[J]. Journal of Molecular Liquids, 2021. DOI:10.1016/j.molliq.2021.117798.

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