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Chemical Transformation of 3-Bromo-2,2-bis (bromomethyl)-propanol under Basic Conditions.
- Source :
-
Environmental Science & Technology . 1/15/2005, Vol. 39 Issue 2, p505-512. 8p. - Publication Year :
- 2005
-
Abstract
- The mechanism of the spontaneous decomposition of 3-bromo-2,2-bis(bromomethyl)propanol (TBNPA) and the kinetics of the reaction of the parent compound and two subsequent products were determined in aqueous solution at temperatures from 30 to 70 °C and pH from 7.0 to 9.5. TBNPA is decomposed by a sequence of reactions that form 33-bis(bromomethyl)oxetane (B B MO), 3-bromomethyl-3- hydroxymethyloxetane (B MHMO), and 2,6-dioxaspiro[3.3]- heptane (DOH), releasing one bromide ion at each stage. The pseudo-first-order rate constant of the decomposition of TBNPA increases linearly with the pH. The apparent activation energy of this transformation (98 ± 2 KJ/mol) was calculated from the change of the effective second-order rate constant with temperature. The pseudoactivation energies of BBMO and BMHMO were estimated to be 109 and 151 KJ/mol, respectively. Good agreement was found between the rate coefficients derived from changes in the organic molecules concentrations and those determined from the changes in the Br- concentrations. TBNPA is the most abundant semivolatile organic pollutant in the aquitard studied, and together with its byproducts they posess an environmental hazard. TBNPA half-life is estimated to be about 100 years. This implies that high concentrations of TBNPA will persist in the aquifer long after the elimination of all its sources. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 0013936X
- Volume :
- 39
- Issue :
- 2
- Database :
- Academic Search Index
- Journal :
- Environmental Science & Technology
- Publication Type :
- Academic Journal
- Accession number :
- 15998096
- Full Text :
- https://doi.org/10.1021/es0495157