Solubility of 2-Amino-5-chloro-3-methylbenzoic Acid in Ten Pure Solvents and Three Groups of Binary Mixed Solvents at T=278.15-323.15 K

被引:4
|
作者
Ye, Jingling [1 ]
Cui, Zilong [1 ]
Wang, Zhi [1 ]
Yang, Wenge [2 ]
Tang, Hanxiao [1 ]
Chen, Yiyue [1 ]
Hu, Yonghong [1 ]
机构
[1] Nanjing Tech Univ, Coll Biotechnol & Pharmaceut Engn, Nanjing 211816, Peoples R China
[2] Nanjing Tech Univ, Coll Pharmaceut Sci, Nanjing 211816, Peoples R China
关键词
SOLID-LIQUID EQUILIBRIUM; THERMODYNAMIC MODELS; WATER;
D O I
10.1021/acs.jced.1c00047
中图分类号
O414.1 [热力学];
学科分类号
摘要
In this paper, the solubility of 2-amino-5-chloro-3-methylbenzoic acid under 0.1 MPa atmospheric pressure and temperature T = 278.15-323.15 K was determined by gravimetric analysis. Considering the safety and the cost of solvents, we selected the following 10 pure solvents and three binary mixed solvents: methanol, ethanol, n-butanol, acetone, acetonitrile, ethyl acetate, n-propanol, isopropanol, xylene, and n-hexane (n-hexane + acetone), (acetonitrile + acetone), and (methanol + acetone). The aim is to find suitable solvent systems for the recrystallization of 2amino-5-chloro-3-methylbenzoic acid. The results indicate that the solubility of 2amino-5-chloro-3-methylbenzoic acid is positively correlated with temperature, and the solubility of 2-amino-5-chloro-3-methylbenzoic acid is better in acetone. The modified Apelblat model, the Buchowski-Ksiazaczak Ah model, the Redlich-Kister (CNIBS/R-K) model, and the Jouyban-Acree model were used to fit the solubility data of 2-amino-5-chloro-3-methylbenzoic acid in different solvents, and the experimental values were in good agreement with the calculated values. By comparing the four models, the modified Apelblat model was found to have a good correlation in pure solvents, and the Redlich-Kister (CNIBS/R-K) model was more suitable than the other two models in binary mixed solvents.
引用
收藏
页码:2412 / 2424
页数:13
相关论文
共 50 条
  • [31] Solubility Determination and Thermodynamic Analysis of 2,4-Dichlorobenzoic Acid in 10 Pure Solvents and Three Binary Solvents at 273.15-318.15 K
    Yang, Jiyuan
    Zang, Chao
    Xu, Huijin
    Yang, Wenge
    Hu, Yonghong
    JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2025,
  • [32] Solid-liquid equilibrium solubility, thermodynamic properties, solvent effect and molecular simulation of (R)-(-)-phenylephrine hydrochloride in ten pure solvents ranged from 278.15 K to 323.15 K
    Wan, Yameng
    Zhao, Rui
    Zhang, Pengshuai
    He, Haixia
    Sha, Jiao
    Li, Tao
    Ren, Baozeng
    JOURNAL OF CHEMICAL THERMODYNAMICS, 2020, 144
  • [33] Solubility measurement and correlation for 1-naphthoic acid in nine pure and binary mixed solvents from T = (293.15 to 333.15) K
    Fan, Bingjie
    Li, Qunsheng
    Li, Yafang
    Song, Xiaoling
    Yin, Jianping
    JOURNAL OF MOLECULAR LIQUIDS, 2019, 273 : 58 - 67
  • [34] Measurement and Correlation of Solubilities of Indole-2-carboxylic Acid in Ten Different Pure Solvents from (278.15 to 360.15) K
    Liu, Jin-Qiang
    Cao, Xin-Xiang
    Ji, Baoming
    Zhao, Bangtun
    JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2013, 58 (12) : 3309 - 3313
  • [35] Solubility Determination, Modeling, and Thermodynamic Analysis of 3-Aminophenol in Ten Monosolvents and Three Binary Mixed Solvents
    Wu, Chenglou
    Xue, Fumin
    Wang, Xingzhu
    Zhang, Wei
    Li, Yuanyue
    Liu, Haiming
    Yu, Shuai
    Cai, Yuanxing
    JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2024, 69 (03) : 1237 - 1251
  • [36] Measurement and Correlation of the Solubility of Vanillic Acid in Eight Pure and Water plus Ethanol Mixed Solvents at Temperatures from (293.15 to 323.15) K
    Zhang, Yuqiang
    Guo, Fan
    Cui, Qiao
    Lu, Muyao
    Song, Xiaolin
    Tang, Hongjian
    Li, Qunsheng
    JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2016, 61 (01) : 420 - 429
  • [37] Solubility and thermodynamic modeling of cis-5-norbornene-exo-2,3-dicarboxylic anhydride in three binary solvents (1,4-dioxane, DMF, NMP plus ethanol) from 278.15 K to 323.15 K
    Wan, Yameng
    He, Haixia
    Zhang, Pengshuai
    Zhao, Rui
    Sha, Jiao
    Li, Tao
    Ren, Baozeng
    JOURNAL OF MOLECULAR LIQUIDS, 2020, 297
  • [38] Thermodynamic study of solubility for 2-amino-4-chloro-6-methoxypyrimidine in twelve organic solvents at temperatures from 273.15 K to 323.15 K
    Yao, Ganbing
    Xia, Zhanxiang
    Li, Zhihui
    JOURNAL OF CHEMICAL THERMODYNAMICS, 2017, 105 : 187 - 197
  • [39] Solubility and Solvent Effect of 1-(2-Bromo-phenyl)-pyrrole-2,5-dione in 14 Pure Solvents from 278.15 to 323.15 K
    Li, Yanxun
    Li, Congcong
    Gao, Xiaoqiang
    Lv, Hekun
    JOURNAL OF CHEMICAL AND ENGINEERING DATA, 2019, 64 (10) : 4501 - 4509
  • [40] Solubility determination and thermodynamic modelling of 2-amino-5-methylthiazole in eleven organic solvents from T = (278.15 to 313.15) K and mixing properties of solutions
    Chen, Gaoquan
    Chen, Jiao
    Cheng, Chao
    Cong, Yang
    Du, Cunbin
    Zhao, Hongkun
    JOURNAL OF MOLECULAR LIQUIDS, 2017, 232 : 226 - 235