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  • Qiu, Yanling (author)

An improved method for assessing relative nucleophilic substitution reactivities of polychlorinated benzenes

  • Article/chapterEnglish2009

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  • Elsevier BV,2009
  • printrdacarrier

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  • LIBRIS-ID:oai:DiVA.org:su-26801
  • https://urn.kb.se/resolve?urn=urn:nbn:se:su:diva-26801URI
  • https://doi.org/10.1016/j.chemosphere.2008.11.045DOI

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  • Language:English
  • Summary in:English

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  • Subject category:ref swepub-contenttype
  • Subject category:art swepub-publicationtype

Notes

  • An existing substitution reaction method was improved as part of a system to measure the persistency of selected chemicals in the environment by evaluating their chemical reactivity. Hexachlorobenzene (HCB), pentachlorobenzene, 1,2,4,5-tetrachlorobenzene and 1,2,4-trichlorobenzene were selected as model compounds. Sodium methoxide in methanol was used as a nucleophile and found to be stable for at least 35 days after preparation. The substitution reaction system was modified so that nitrogen protection was not necessary to avoid oxidation and hydrolysis effects, which led to improved results. The reactivity of polychlorinated benzenes (PCBz), which substituted chlorine for methoxide according to a second-order rate constant, increased as the number of chlorine atoms on the benzene ring increased. HCB was selected as a standard for the k2 calculations of the substitution reactions. A normalized k2 (kN) was calculated as kN = kPCBz/kHCB. GC–MS analysis confirmed that the reactions were pure nucleophilic aromatic substitutions without side reactions.

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  • Eriksson, JohanStockholms universitet,Institutionen för miljökemi,Percistency(Swepub:su)johaner (author)
  • Granelli, LisaStockholms universitet,Institutionen för miljökemi,Percistency(Swepub:su)lgran (author)
  • Bergman, ÅkeStockholms universitet,Institutionen för miljökemi(Swepub:su)alb (author)
  • Stockholms universitetInstitutionen för miljökemi (creator_code:org_t)

Related titles

  • In:Chemosphere: Elsevier BV75:1, s. 78-820045-65351879-1298

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By the author/editor
Qiu, Yanling
Eriksson, Johan
Granelli, Lisa
Bergman, Åke
About the subject
NATURAL SCIENCES
NATURAL SCIENCES
and Earth and Relate ...
and Environmental Sc ...
Articles in the publication
Chemosphere
By the university
Stockholm University

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