Predicting Physico-Chemical Properties of Alkylated Naphthalenes with COSMO-RS

authors	Schroder, B; Coutinho, JAP; Santos, LMNBF
nationality	International
journal	POLYCYCLIC AROMATIC COMPOUNDS
author keywords	alkylated naphthalenes; aqueous solubilities; COSMO-RS; COSMOtherm; Henry's law constant; octanol-water partition coefficient; subcooled vapor pressures
keywords	AQUEOUS SOLUBILITY; SCREENING MODEL; REAL SOLVENTS; WATER; POLLUTANTS; CHEMICALS; FATE
abstract	COSMO-RS, the Conductor-like Screening Model for Real Solvents, has been used to predict a set of basic partition coefficients of 22 (alkylated) naphthalenes. To validate the approach, methyl-, dimethyl-, and ethylnaphthalenes have been chosen, according to the availability of experimental data. Then, predictions have been extended to diisopropylnaphthalenes. Given the model's expected uncertainty intervals, COSMO-RS predictions of aqueous solubilities, (subcooled) vapor pressures, Henry's law constants, as well as octanol-water partition coefficients, are in agreement with available literature data. Simultaneous overestimation of aqueous solubilities and vapor pressures of comparable magnitude leads to partial error cancellation in the Henry's law constants. Based on physico-chemical property data obtained with COSMO-RS, the Mackay Level III fugacity model, a steady-state, non equilibrium, and regional-scale model, has been applied to exemplary evaluate the tendency of 2,6-diisopropylnaphthalene to migrate between media by modelling emissions to each individual medium and calculating the amount present at steady state.
publisher	TAYLOR & FRANCIS LTD
issn	1040-6638
year published	2013
volume	33
issue	1
beginning page	1
ending page	19
digital object identifier (doi)	10.1080/10406638.2012.683231
web of science category	Chemistry, Organic
subject category	Chemistry
unique article identifier	WOS:000313412300001