title: Determination of Abraham model solute descriptors for the monomeric and dimeric forms of trans-cinnamic acid using measured solubilities from the Open Notebook Science Challenge.
abstract: BACKGROUND
  Calculating Abraham descriptors from solubility values requires that the solute have the same form when dissolved in all solvents. However, carboxylic acids can form dimers when dissolved in non-polar solvents. For such compounds Abraham descriptors can be calculated for both the monomeric and dimeric forms by treating the polar and non-polar systems separately. We illustrate the method of how this can be done by calculating the Abraham descriptors for both the monomeric and dimeric forms of trans-cinnamic acid, the first time that descriptors for a carboxylic acid dimer have been obtained.
  
  
  RESULTS
  Abraham descriptors were calculated for the monomeric form of trans-cinnamic acid using experimental solubility measurements in polar solvents from the Open Notebook Science Challenge together with a number of water-solvent partition coefficients from the literature. Similarly, experimental solubility measurements in non-polar solvents were used to determine Abraham descriptors for the trans-cinnamic acid dimer.
  
  
  CONCLUSIONS
  Abraham descriptors were calculated for both the monomeric and dimeric forms of trans-cinnamic acid. This allows for the prediction of further solubilities of trans-cinnamic acid in both polar and non-polar solvents with an error of about 0.10 log units. Graphical abstractMolar concentration of trans-cinnamic acid in various polar and non-polar solvents.
authors: Department of Chemistry, Drexel University, Disque Hall Rm. 305. 3141 Chestnut Street, Philadelphia, PA 19104 USA.
authors: Jean-Claude
authors: JC
authors: Bradley
authors: Department of Chemistry, University College London, 20 Gordon Street, London, WC1H OAJ UK.
authors: Michael H
authors: MH
authors: Abraham
authors: Department of Chemistry, University of North Texas, 1155 Union Circle Drive #305070, Denton, TX 76203 USA.
authors: William E
authors: WE
authors: Acree
authors: Department of Computing and Mathematics, Oral Roberts University, Tulsa, OK 74171 USA.
authors: Andrew Sid
authors: AS
authors: Lang
authors: Department of Computing and Mathematics, Oral Roberts University, Tulsa, OK 74171 USA.
authors: Samantha N
authors: SN
authors: Beck
authors: Department of Computing and Mathematics, Oral Roberts University, Tulsa, OK 74171 USA.
authors: David A
authors: DA
authors: Bulger
authors: Department of Computing and Mathematics, Oral Roberts University, Tulsa, OK 74171 USA.
authors: Elizabeth A
authors: EA
authors: Clark
authors: Department of Computing and Mathematics, Oral Roberts University, Tulsa, OK 74171 USA.
authors: Lacey N
authors: LN
authors: Condron
authors: Department of Chemistry, Drexel University, Disque Hall Rm. 305. 3141 Chestnut Street, Philadelphia, PA 19104 USA.
authors: Stephanie T
authors: ST
authors: Costa
authors: Department of Chemistry, Drexel University, Disque Hall Rm. 305. 3141 Chestnut Street, Philadelphia, PA 19104 USA.
authors: Evan M
authors: EM
authors: Curtin
authors: Department of Chemistry, Drexel University, Disque Hall Rm. 305. 3141 Chestnut Street, Philadelphia, PA 19104 USA.
authors: Sozit B
authors: SB
authors: Kurtu
authors: Department of Chemistry, Drexel University, Disque Hall Rm. 305. 3141 Chestnut Street, Philadelphia, PA 19104 USA.
authors: Mark I
authors: MI
authors: Mangir
authors: Department of Chemistry, Drexel University, Disque Hall Rm. 305. 3141 Chestnut Street, Philadelphia, PA 19104 USA.
authors: Matthew J
authors: MJ
authors: McBride