Abstract:
:Pathways from chlorinated phenols as precursors to PCDD/Fs are discussed with focus on the effect of (poly)chlorination on thermochemistry and rate in the displacement of chlorine from a chlorophenol molecule by a (chloro)phenoxy radical (reaction (A) as a key example). Through measurements on the respective methylethers (anisoles) the O-H bond of 2,4,6-TCP turns out to be 5 kcal/ mol, and that in PCP 4 kcal/mol, less strong than O-H in phenol itself. On this basis it is concluded that-in contrast with earlier proposals--displacements such as in reaction (A) are at least as slow as reaction (B) of phenoxy radical with chlorobenzene. PhO. + PhCl -->PhOPh + Cl. reaction B Compared with condensation of two (chloro)phenoxy radicals, such radical/molecule reactions are therefore an insignificant pathway to dioxins in incinerators.
journal_name
Chemospherejournal_title
Chemosphereauthors
Louw R,Ahonkhai SIdoi
10.1016/s0045-6535(01)00272-7subject
Has Abstractpub_date
2002-03-01 00:00:00pages
1273-8issue
9-10eissn
0045-6535issn
1879-1298pii
S0045-6535(01)00272-7journal_volume
46pub_type
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