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Journal of Solution Chemistry

, Volume 42, Issue 2, pp 272–281 | Cite as

Solubility of 1-(3-Bromopropoxy)-4-Chlorobenzene in Aqueous Ethanol Mixtures From (273.15 to 303.15) K

  • Xin-Min Jiang
  • Yong-Hong Hu
  • Wen-Ge Yang
  • Zi-Yu Lei
  • Rong-Rong Tang
  • Fei Shen
Article

Abstract

1-(3-Bromopropoxy)-4-chlorobenzene is an important intermediate for the manufacture of omoconazole nitrate. The solubilities of 1-(3-bromopropoxy)-4-chlorobenzene in aqueous ethanol solutions were measured within the temperature range of (273.15–303.15) K using a laser monitoring system. For the temperature range investigated, the solubilities of 1-(3-bromopropoxy)-4-chlorobenzene in the aqueous ethanol mixtures increase with increasing temperature. The solubility data were regressed by the Buchowski–Ksiazaczak λh and the modified Apelblat models. The modified Apelblat equation and the Buchowski–Ksiazaczak λh equation provided accurate mathematical representations of the experimental results. The calculated solubilities showed good agreement with the experimental data. The root-mean-square deviations of the modified Apelblat model were lower than those of the Buchowski–Ksiazaczak λh model. This study provided valuable data for the purification of 1-(3-bromopropoxy)-4-chlorobenzene by crystallization.

Keywords

1-(3-Bromopropoxy)-4-chlorobenzene Solubility Correlation Modified Apelblat equation 

Nomenclature and Units

\( x \)

Mole fraction solubility

\( x_{i}^{\text{calc}} \)

Calculated value of the solubility

\( x_{i}^{\exp } \)

Experimental value of the solubility

\( T \)

Absolute temperature

\( \omega \)

Volume fraction of ethanol in the solvent mixture

\( T_{\text{m}} \)

Melting point

A, B, C

Empirical constants in Eq. 4

λ, h

Empirical constants in Eq. 8

\( \gamma_{x} \)

Activity coefficient on a mole fraction basis

\( \Updelta_{\text{fus}} H \)

Enthalpy of fusion

\( \Updelta C_{p}^{{}} \)

Heat capacity difference between the solid and the liquid

\( T_{t} \)

Triple point temperature

rmsd

Root-mean-square deviation

R

Gas constant

C1, C2,C3

Molar concentration of ethanol, 1-(3-bromopropoxy)-4-chlorobenzene and water, respectively, in saturated solutions

Notes

Acknowledgments

This research work was financially supported by the Fundamental University Science Project of Jiangsu Province in China (No. 12KJA180002). This Research work was also supported by the Grant from the Natural Science Foundation of China (NSFC) (No. 31171644). We thank the editors and the anonymous reviewers.

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Copyright information

© Springer Science+Business Media New York 2013

Authors and Affiliations

  • Xin-Min Jiang
    • 1
  • Yong-Hong Hu
    • 1
    • 2
  • Wen-Ge Yang
    • 1
  • Zi-Yu Lei
    • 1
  • Rong-Rong Tang
    • 1
    • 2
  • Fei Shen
    • 2
  1. 1.College of Biotechnology and Pharmaceutical EngineeringNanjing University of TechnologyNanjingChina
  2. 2.Jiangsu Engineering Technology Research Center of Polypeptide PharmaceuticalNanjingChina

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