Vapour pressures, aqueous solubilities, Henry's Law constants, and octanol/water partition coefficients of a series of mixed halogenated dimethyl bipyrroles. 2004

Sheryl A Tittlemier, and Eric Braekevelt, and Thor Halldorson, and Christopher M Reddy, and Ross J Norstrom
Centre for Analytical and Environmental Chemistry, Carleton University, Ottawa, Ont., Canada K1S 5B6. sheryl_tittlemier@hc-sc.gc.ca

Basic physical-chemical properties of five bromine and chlorine containing mixed halogenated dimethyl bipyrroles (HDBPs) were determined using established methods. Subcooled liquid vapour pressures (P(o)(L,25)), aqueous solubilities (S(w,25)), and octanol/water partition coefficients (K(ow)) were determined using the gas chromatography-retention time, generator column, and slow-stirring methods, respectively. Henry's Law constants (H25) were estimated using experimentally-derived P(o)(L) and S(w,25) data. Values of all four properties were generally similar to those reported for other polyhalogenated aromatic compounds [P(o)(L,25) = (7.55-191) x 10(-6) Pa; S(w,25) = (1.0-1.9) x 10(-5) g/l; log K(ow) = 6.4-6.7; H25 = 0.0020-0.14 Pa m3/mol]. The effect of replacing a chlorine with a bromine atom significantly decreased P(o)(L,25) (log P(o)(L,25) = -0.4197 (# bromine atoms) - 2.643, p<0.01) and H25 (log H25 = -0.508 (# bromine atoms) + 0.394, p<0.02). There were no significant effects of bromine/chlorine substitution on S(w,25) or K(ow). A simple Level I equilibrium partitioning model predicted the environmental behaviour of HDBPs to be similar to a tetrabrominated diphenyl ether. Only slight differences in behaviour amongst HDBP congeners were predicted since substitution of a bromine for a chlorine (Cl/Br substitution) atom had less effect than H/Cl or H/Br substitution on P(o)(L,25), S(w,25), H25, and K(ow).

UI MeSH Term Description Entries
D008956 Models, Chemical Theoretical representations that simulate the behavior or activity of chemical processes or phenomena; includes the use of mathematical equations, computers, and other electronic equipment. Chemical Models,Chemical Model,Model, Chemical
D011758 Pyrroles Azoles of one NITROGEN and two double bonds that have aromatic chemical properties. Pyrrole
D002627 Chemistry, Physical The study of CHEMICAL PHENOMENA and processes in terms of the underlying PHYSICAL PHENOMENA and processes. Physical Chemistry,Chemistries, Physical,Physical Chemistries
D002849 Chromatography, Gas Fractionation of a vaporized sample as a consequence of partition between a mobile gaseous phase and a stationary phase held in a column. Two types are gas-solid chromatography, where the fixed phase is a solid, and gas-liquid, in which the stationary phase is a nonvolatile liquid supported on an inert solid matrix. Chromatography, Gas-Liquid,Gas Chromatography,Chromatographies, Gas,Chromatographies, Gas-Liquid,Chromatography, Gas Liquid,Gas Chromatographies,Gas-Liquid Chromatographies,Gas-Liquid Chromatography
D000442 Octanols Isomeric forms and derivatives of octanol (C8H17OH). Alcohols, Octyl,Heptylcarbinols,Hydroxyoctanes,Octylic Alcohols,Alcohols, Octylic,Octyl Alcohols
D012995 Solubility The ability of a substance to be dissolved, i.e. to form a solution with another substance. (From McGraw-Hill Dictionary of Scientific and Technical Terms, 6th ed) Solubilities
D013997 Time Factors Elements of limited time intervals, contributing to particular results or situations. Time Series,Factor, Time,Time Factor
D014867 Water A clear, odorless, tasteless liquid that is essential for most animal and plant life and is an excellent solvent for many substances. The chemical formula is hydrogen oxide (H2O). (McGraw-Hill Dictionary of Scientific and Technical Terms, 4th ed) Hydrogen Oxide
D017605 Bromine Compounds Inorganic compounds that contain bromine as an integral part of the molecule. Compounds, Bromine
D017606 Chlorine Compounds Inorganic compounds that contain chlorine as an integral part of the molecule. Chlorine Compounds, Inorganic,Compounds, Chlorine,Compounds, Inorganic Chlorine,Inorganic Chlorine Compounds

Related Publications

Sheryl A Tittlemier, and Eric Braekevelt, and Thor Halldorson, and Christopher M Reddy, and Ross J Norstrom
February 1999, Chemosphere,
Sheryl A Tittlemier, and Eric Braekevelt, and Thor Halldorson, and Christopher M Reddy, and Ross J Norstrom
November 2005, Chemosphere,
Sheryl A Tittlemier, and Eric Braekevelt, and Thor Halldorson, and Christopher M Reddy, and Ross J Norstrom
November 2001, Fresenius' journal of analytical chemistry,
Sheryl A Tittlemier, and Eric Braekevelt, and Thor Halldorson, and Christopher M Reddy, and Ross J Norstrom
September 2006, Chemosphere,
Sheryl A Tittlemier, and Eric Braekevelt, and Thor Halldorson, and Christopher M Reddy, and Ross J Norstrom
December 2004, Chemosphere,
Sheryl A Tittlemier, and Eric Braekevelt, and Thor Halldorson, and Christopher M Reddy, and Ross J Norstrom
December 2005, Chemosphere,
Sheryl A Tittlemier, and Eric Braekevelt, and Thor Halldorson, and Christopher M Reddy, and Ross J Norstrom
September 2002, Environmental toxicology and chemistry,
Sheryl A Tittlemier, and Eric Braekevelt, and Thor Halldorson, and Christopher M Reddy, and Ross J Norstrom
September 2001, Bulletin of environmental contamination and toxicology,
Sheryl A Tittlemier, and Eric Braekevelt, and Thor Halldorson, and Christopher M Reddy, and Ross J Norstrom
September 2007, Chemosphere,
Copied contents to your clipboard!