Solubility Determination and Thermodynamic Correlation of 3-Amino-2-methylbenzoic Acid in 12 Monosolvents from 288.15 to 328.15 K,Journal of Chemical & Engineering Data

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Solubility Determination and Thermodynamic Correlation of 3-Amino-2-methylbenzoic Acid in 12 Monosolvents from 288.15 to 328.15 K
Journal of Chemical & Engineering Data ( IF 2.0 ) Pub Date : 2021-05-06 , DOI: 10.1021/acs.jced.1c00109
Zhenkai Cen _{1,

2} , Lingyu Wang _{1,

2} , Zhenjie Gao _{1,

2} , Zhixu Li _{1,

2} , Dandan Han _{1,

2}

Affiliation

A gravimetric method is adopted to measure the solid–liquid equilibrium of 3-amino-2-methylbenzoic acid in different solvents, including methanol, ethanol, 1-propanol, isopropyl alcohol, 1-butanol, isobutyl alcohol, 2-butanol, methyl acetate, ethyl acetate, propyl acetate, water, and acetonitrile. Moreover, the experiment is carried out at atmospheric pressure, and the temperature range is from 288.15 to 328.15 K. The solid–liquid equilibrium of 3-amino-2-methylbenzoic acid in all used solvents increases with increasing temperature. In alcohol solvents, except for isopropyl alcohol and 2-butanol, the solubility of 3-amino-2-methylbenzoic acid is positively related to the polarity of the solvent, which follows the “like dissolves like” rule. Because isopropyl alcohol and 2-butanol possess a high hydrogen bond acceptor propensity, this leads to a different solubility behavior. In nonalcohol solvents, the solid–liquid equilibrium of 3-amino-2-methylbenzoic acid also follows the “like dissolves like” rule. Among all 12 solvents, the solid–liquid equilibria of 3-amino-2-methylbenzoic acid in water and acetonitrile are lower than those in alcohols and esters. In addition, the solid–liquid equilibrium data of 3-amino-2-methylbenzoic acid were related by the modified Apelblat equation, van’t Hoff equation, and λh equation. Furthermore, all relevant results show consistency with the solid–liquid equilibrium data of 3-amino-2-methylbenzoic acid.

中文翻译：

3-氨基-2-甲基苯甲酸在 288.15 至 328.15 K 的 12 种单溶剂中的溶解度测定和热力学相关性

采用重量法测定3-氨基-2-甲基苯甲酸在甲醇、乙醇、1-丙醇、异丙醇、1-丁醇、异丁醇、2-丁醇、乙酸甲酯等不同溶剂中的固液平衡、乙酸乙酯、乙酸丙酯、水和乙腈。此外，实验在常压下进行，温度范围为 288.15 至 328.15 K。3-氨基-2-甲基苯甲酸在所有使用的溶剂中的固液平衡随温度升高而增加。在醇类溶剂中，除异丙醇和2-丁醇外，3-氨基-2-甲基苯甲酸的溶解度与溶剂的极性呈正相关，遵循“相似相溶”规律。由于异丙醇和 2-丁醇具有较高的氢键受体倾向，这导致不同的溶解行为。在非酒精溶剂中，3-氨基-2-甲基苯甲酸的固液平衡也遵循“同溶同”的规律。在所有 12 种溶剂中，3-氨基-2-甲基苯甲酸在水和乙腈中的固液平衡低于醇和酯中的固液平衡。此外，3-氨基-2-甲基苯甲酸的固液平衡数据与修正的Apelblat方程、van't Hoff方程和λ相关h方程。此外，所有相关结果均与 3-氨基-2-甲基苯甲酸的固液平衡数据一致。

更新日期：2021-06-10

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