Summary
Samenvatting aromaten
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Hoofdstuk aromaten samenvatting cursus
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Hoofdstuk 8 : aromatenAlifatische 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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