Fluid Phase Equilibria 310 (2011) 63–73 Contents lists available at ScienceDirect Fluid Phase Equilibria j our na l ho me page: www.elsevier.com/locate/fluid Extension of GCM-GMA equation to long chain primary, secondary and tertiary alcohols, primary and secondary amines, and ketones using group contribution method Majid Moosavi ∗ Department of Chemistry, Faculty of Sciences, University of Isfahan, Isfahan 81746-73441, Iran a r t i c l e i n f o Article history: Received 15 March 2011 Received in revised form 12 July 2011 Accepted 14 July 2011 Available online 23 July 2011 Keywords: GCM-GMA equation Density Derived properties Alcohols Amines a b s t r a c t In the previous work [21], the GMA (Goharshadi–Morsali–Abbaspour) equation was extended to the long-chain n-alkanes based on the group contribution method (GCM). This extended equation was called GCM-GMA equation. In this work, the GCM-GMA equation has been extended to predict the density and other thermodynamic properties of primary, secondary and tertiary alcohols, primary and secondary amines, and ketones and their binary and ternary mixtures. Each of these organic compounds has been assumed as a hypothetical mixture of methyl, methylene, and a functional group. Then, the GCM-GMA equation has been modified for such a hypothetical mixture. Propane, n-butane, n-hexane, and also 1- pentanol, 2-pentanol, 2-methyl-2-propanol (t-BuOH), 1-pentylamine, 2-aminobutane, and 2-pentanone have been used as basic compounds to obtain the contribution of different segments in the GCM-GMA equation parameters. The calculated parameters along with the GCM-GMA equation have been used to calculate the density and other thermodynamic properties such as isobaric expansion coefficient, ˛ P , isothermal compressibility,  T , and internal pressure, P i , of different compounds at any temperature, pressure, and mole fraction. The results show good agreement between the values obtained by the GCM- GMA equation and the experimental and literature data. To show the ability of this equation in prediction of density, the calculated densities have been compared with some other equations. The results show that the GCM-GMA equation gives better results than other methods in accord with experimental data. © 2011 Elsevier B.V. All rights reserved. 1. Introduction The equations of state and correlations play a central role in the treatment of the thermodynamic properties of different fluids [1]. These equations can be applied to pure substances as well as to mixtures and therefore a very large number of publications deal with the development or improvement of them. They are required for the calculation of thermodynamic properties needed in process engineering. Prediction of the volumetric properties as a function of pressure and temperature in a homologous series of chemical compounds is of great interest for industrial applications such as petroleum. Hydrogen-bonded systems are very interesting because they play a vital role in chemical, physical, and biological processes [2]. Thermodynamic properties of simple organic liquids are of consid- erable interest from both the theoretical as well as the practical point of view and are required for engineering design and subse- quent operations [3]. Alcohol and amine molecules are often used as ∗ Tel.: +98 311 7932730; fax: +98 311 668 9732. E-mail addresses: m.mousavi@sci.ui.ac.ir, majid 822002@yahoo.com organic base compounds in several industrial processes. Volumetric properties such as density are important thermodynamic prop- erties which characterize chemical behavior of these associating compounds and their binary and ternary mixtures. These proper- ties are useful for the understanding of the molecular interactions [4]. Thermodynamic investigation of alcohols alone or in mixtures with amines or alkanes is of great interest due to the pres- ence of complex molecular interactions in these mixtures as well as their diverse industrial applications. For example, 1-butanol which is primarily used as a solvent can be also used as a fuel [5–7]. Although, there are a lot of chemical compounds of interest to science and technology, the number of functional groups which constitute all these compounds are very more limited. Group con- tribution method (GCM) seems to be a powerful tool to describe the thermodynamic properties of real systems according to their chemical constructions and may be used in combination with a great variety of thermodynamic models and theories. According to this method, the properties of new materials are estimated through direct addition of additive molar quantities (AMQ) of the con- stituent chemical groups and the contribution of a given group 0378-3812/$ – see front matter © 2011 Elsevier B.V. All rights reserved. doi:10.1016/j.fluid.2011.07.010