Development of a Simple Method to Predict Boiling Points and Flash Points of Acyclic Alkenes

Boiling points (TB) of acyclic alkenes are predicted from their boiling point numbers (YBP) with the relationship TB(K) = −16.802YBP2/3 + 337.377YBP1/3 – 437.883. In turn, YBP values are calculated from structure using the relationship YBP = Oi + 1.726 + 2.779C + 1.716M3 + 1.564M + 4.204E3 + 3.905E – 0.329D + 0.241G + 0.479V + 0.967T + 0.574S. Here Oi is a parameter that depends on the substitution pattern of the alkene, while the rest of the equation is the same as that reported earlier for calculating the YBP values of alkanes. For a data set consisting of 250 acyclic alkenes having from 6 to 36 carbon atoms, the average absolute deviation between literature TB values and those predicted with these equations was 1.29 K, and the R2 of the correlation was 0.999. In addition, the calculation of boiling points by this method provides a useful means to predict the flash points of alkenes from structure.

[1]  K. Ohtaguchi,et al.  A method for estimating flash points of organic compounds from molecular structures. , 1991 .

[2]  Ritu Jain,et al.  QSPR Analysis of Flash Points , 2001, J. Chem. Inf. Comput. Sci..

[3]  Peter C. Jurs,et al.  Prediction of olefin boiling points from molecular structure , 1987 .

[4]  Suhani J. Patel,et al.  QSPR Flash Point Prediction of Solvents Using Topological Indices for Application in Computer Aided Molecular Design , 2009 .

[5]  Ruisheng Zhang,et al.  Neural Network-Topological Indices Approach to the Prediction of Properties of Alkene , 1997, J. Chem. Inf. Comput. Sci..

[6]  Hengde Li,et al.  Estimation of boiling and melting points of light, heavy and complex hydrocarbons by means of a modified group vector space method , 2006 .

[7]  Iva B. Stoyanova-Slavova,et al.  QSPR modeling of flash points: an update. , 2007, Journal of molecular graphics & modelling.

[8]  Corliss R. Kinney,et al.  A System Correlating Molecular Structure of Organic Compounds with their Boiling Points. I. Aliphatic Boiling Point Numbers , 1938 .

[9]  F. Quina,et al.  Simple Method to Evaluate and to Predict Flash Points of Organic Compounds , 2011 .

[10]  Alexandre Arenas,et al.  Neural Network Based Quantitative Structural Property Relations (QSPRs) for Predicting Boiling Points of Aliphatic Hydrocarbons , 2000, J. Chem. Inf. Comput. Sci..

[11]  K. Joback,et al.  ESTIMATION OF PURE-COMPONENT PROPERTIES FROM GROUP-CONTRIBUTIONS , 1987 .

[12]  Peter C. Jurs,et al.  Prediction of Normal Boiling Points of Hydrocarbons from Molecular Structure , 1995, J. Chem. Inf. Comput. Sci..

[13]  Corliss R. Kinney.  Calculation of Boiling Points of Aliphatic Hydrocarbons , 1940 .

[14]  Svetoslav H. Slavov,et al.  Quantitative correlation of physical and chemical properties with chemical structure: utility for prediction. , 2010, Chemical reviews.

[15]  F. Quina,et al.  Improved Prediction of Hydrocarbon Flash Points from Boiling Point Data , 2010 .

[16]  P. Seybold,et al.  Molecular structure-property relationships for alkenes. , 2001, Journal of molecular graphics & modelling.

[17]  F. Gharagheizi,et al.  Prediction of Flash Point Temperature of Pure Components Using a Quantitative Structure–Property Relationship Model , 2008 .