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  • Universiteit Antwerpen (UA)
  • Biomedische Wetenschappen
  • Organische Chemie
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Samenvatting aromaten

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2020/2021 Written for academic year
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Universiteit Antwerpen (UA)
Module
Organische Chemie
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Hoofdstuk aromaten samenvatting cursus

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Hoofdstuk 8 : aromaten
Alifatische en aromatische verbindingen

alifatische componenten : acyclische verbindingen en hun cyclische analogen (alkenen, alkanen,
alkynen)
alle aromatische verbindingen vertonen hetzelfde chemische gedrag als benzeen
-> inert
-> kunnen substitutie- en additiereacties ondergaan

Structuur van benzeen

-> geen isomeren maar resonantie




p-orbitalen van sp2 gehybridiseerde C-atomen staan parallel en overlappen tot 1 groot pi-orbitaal dat
zich uitstrekt boven en onder de ring en waarin 6 pi-elektronen vrij in bewegen -> aromatisch
karakter




Resonantie-energie in benzeen – aromatische stabiliteit

Reductie van dubbele binding = exotherm proces

Benzeen is 36kcal lager in energie dan wat je zou verwachten van cyclohexatrieen
= resonantie-energie = aromaten liggen veel lager in energie dan dat je zou verwachten

, Aromaticiteit

Wanneer is een verbinding aromatisch?
 Cyslisch geconjugeerd pi-systeem, een p-orbitaal op elk atoom
 Alle atomen van het ringsysteem in 1 vlak -> alle p-orbitalen evenwijdig
 4n + 2 p-elektronen (n = 0,1,2,3, …)

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Subjects

  • aromaten
  • organische chemie

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