The pronounced effect of the position of the hydroxyl groups in isomeric butanediols (1, 2-butanediol (12BDL), 1, 3-butanediol (13BDL) and 1, 4-butanediol (14BDL)) in the formation of hydrogen bonds with 2-chloroaniline (2CA) was investigated by using experimental and computational methods. The density ($\rho$) and speed of sound ($u$) in binary mixture was determined at T = (303.15–318.15) K and at atmospheric pressure p = 0.1 MPa. Values of excess molar volume ($V_m^E$), and excess isentropic compressibility ($k_s^E$) were determined by using experimental data. It was observed that these excess properties ($V_m^E$$k_s^E$) departs negatively from the ideal mixture which indicates the formation of intermolecular hydrogen bonds. The volumetric properties like excess partial molar volume (${\overline{V}}_{m,1}^E$${\overline{V}}_{m,2}^E$), partial molar volume (${\overline{V}}_{m,1}^0$,${\overline{V}}_{m,2}^0$₎ and excess partial molar volume (${\overline{V}}_{m,1}^{0E}$${\overline{V}}_{m,2}^{0E}$) are derived at infinite dilutions. Quantum mechanical approach was used to study the intermolecular hydrogen bond interactions in self and cross-associated complexes of 2-chloroaniline and isomeric butanediols with the aid of DFT in the gas phase, while classical molecular dynamic simulations were carried out in the liquid phase. Experimental, quantum mechanical and classical molecular dynamic methods are used to investigate the formation of a hydrogen-bonded network between 2-chloroaniline and isomeric butanediols mixtures. The investigated results were further confirmed by the existence of hydrogen bonding evolution between 2-chloroaniline and isomeric butanediols through FT-IR Spectral studies. The Fourier transform Infrared spectroscopic data strongly confirms and support the existence of intermolecular hydrogen bonding and molecular associations between component molecules.

异丁二醇（1，2-丁二醇（12BDL），1，3-丁二醇（13BDL）和1，4-丁二醇（14BDL））中羟基位置在形成具有2-氢键的氢中具有显着影响通过实验和计算方法研究了氯苯胺（2CA）。密度（$\rho$）和音速（$ü$在T =（303.15–318.15）K和大气压p = 0.1 MPa时确定二元混合物中的）。多余的摩尔体积值（${\mathrm{伏特}}_{米}^E$），以及过量的等熵压缩率（${ķ}_s^E$）是使用实验数据确定的。观察到这些多余的特性（${\mathrm{伏特}}_{米}^E$${ķ}_s^E$）与理想混合物呈负相背离，后者表明形成了分子间氢键。体积特性，例如过量的部分摩尔体积（${\overline{\mathrm{伏特}}}_{米，\mathrm{1个}}^E$${\overline{\mathrm{伏特}}}_{米，\mathrm{2个}}^E$），部分摩尔体积（${\overline{\mathrm{伏特}}}_{米，\mathrm{1个}}^0$，${\overline{\mathrm{伏特}}}_{米，\mathrm{2个}}^0$_）和过量的部分摩尔体积（${\overline{\mathrm{伏特}}}_{米，\mathrm{1个}}^{0E}$${\overline{\mathrm{伏特}}}_{米，\mathrm{2个}}^{0E}$）是在无限稀释下得出的。借助DFT在气相中使用量子力学方法研究了2-氯苯胺和异构丁二醇的自身和交叉缔合配合物中的分子间氢键相互作用，同时在液相中进行了经典的分子动力学模拟。实验，量子力学和经典分子动力学方法用于研究2-氯苯胺和异构丁二醇混合物之间氢键网络的形成。通过FT-IR光谱研究，2-氯苯胺和异构丁二醇之间存在氢键演变，进一步证实了研究结果。