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Solubility Determination and Correlation of 4-(Bromomethyl)-2(1H)-quinolinone in Different Pure Solvents Over the Temperature Range from 273.15 to 313.15 K
Journal of Chemical & Engineering Data ( IF 2.6 ) Pub Date : 2020-08-27 , DOI: 10.1021/acs.jced.0c00303
Lihong Zhang 1 , Jiantao Liu 1
Affiliation  

In this work, the solid–liquid equilibrium of 4-(bromomethyl)-2(1H)-quinolinone in methanol, ethanol, n-propanol, isopropanol, n-butanol, acetonitrile, 1,4-dioxane, toluene, 2-butanone, dimethylformamide (DMF), n-methyl pyrrolidone (NMP), and dimethyl sulfoxide (DMSO) within the temperature range from 273.15 to 313.15 K was studied. The solubility of 4-(bromomethyl)-2(1H)-quinolinone was the highest in DMSO and the lowest in toluene at all studied temperatures. As expected, the solubility of 4-(bromomethyl)-2(1H)-quinolinone increased with an increase in temperature in the 12 tested solvents. At 313.15 K, the mole solubility of 4-(bromomethyl)-2(1H)-quinolinone was ranked in the following order: DMSO (3.81 × 10–2) > NMP (1.426 × 10–2) > DMF (8.28 × 10–3) > 1,4-dioxane (1.37 × 10–3) > 2-butanone (7.92 × 10–4) > n-butanol (5.58 × 10–4) > n-propanol (4.76 × 10–4) > ethanol (3.85 × 10–4) > isopropanol (3.60 × 10–4) > methanol (3.03 × 10–4) > acetonitrile (2.23 × 10–4) > toluene (0.56 × 10–4). The acquired solubility data of 4-(bromomethyl)-2(1H)-quinolinone in the studied solvents were correlated using the modified Apelblat equation and the λh equation. The maximum value of the relative average deviation (RAD) was 3.44%, and all values of RAD in the modified Apelblat equation were smaller than those in the λh equation; therefore, the modified Apelblat equation is more suitable to correlate the results. The obtained solubility and thermodynamic studies would be very helpful for optimizing the purification process of 4-(bromomethyl)-2(1H)-quinolinone.

中文翻译:

在273.15至313.15 K的温度范围内,4-(溴甲基)-2(1H)-喹啉酮在不同纯溶剂中的溶解度测定和相关性

在这项工作中,4-(溴甲基)-2(1H)-喹啉酮在甲醇,乙醇,正丙醇,异丙醇,丁醇,乙腈,1,4-二恶烷,甲苯,2-丁酮中的固液平衡研究了温度范围为273.15至313.15 K的二甲基甲酰胺(DMF),甲基吡咯烷酮(NMP)和二甲基亚砜(DMSO)。在所有研究温度下,4-(溴甲基)-2(1H)-喹啉酮在DMSO中的溶解度最高,在甲苯中的溶解度最低。如预期的那样,在12种测试溶剂中,4-(溴甲基)-2(1H)-喹啉酮的溶解度随温度的升高而增加。在313.15 K,按以下顺序排列4-(溴甲基)-2(1H)-喹啉酮的摩尔溶解度:DMSO(3.81×10 –2)> NMP(1.426×10-2)> DMF(8.28×10 -3)> 1,4-二恶烷(1.37×10 -3)> 2-丁酮(7.92×10 -4)> Ñ丁醇(5.58×10 -4)> ñ -丙醇(4.76×10 –4)>乙醇(3.85×10 –4)>异丙醇(3.60×10 –4)>甲醇(3.03×10 –4)>乙腈(2.23×10 –4)>甲苯(0.56×10 –4)。的4-获取的溶解度数据(溴甲基)-2(1H) -喹啉酮在所研究的溶剂中使用改性Apelblat方程和λ是相关ħ方程。相对平均偏差的最大值(RAD)为3.44%,和改性Apelblat方程中RAD的所有值均高于λ较小ħ方程; 因此,修改后的Apelblat方程更适合于关联结果。获得的溶解度和热力学研究将对优化4-(溴甲基)-2(1H)-喹啉酮的纯化工艺非常有帮助。
更新日期:2020-09-10
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