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samenvatting organische chemie H6 en H7
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samenvatting organische chemie H6 en H7 lessen en cursus van prof Frederic Lynen
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o Geladeno Stijgende periode
6. Organische reactiviteit: eliminatie
- Nevenreactie = eliminatiereactie
Product dat verloren gaat
Base heeft invloed op eindproduct
Proton wordt onttrokken (H+)
Ontstaan dubbele binding
- Het E2 mechanisme
Bimoleculair = 2e orde kinetiek
Eenstapsreactie
o Transitietoestand
Binding C-H gebrokenal verzakt
o Mbv base
Binding C-Xal verzakt
o Via uitstoten leaving groep
4 groep op Ccoplanairvormen dubbele binding
Sp³Sp²
Verschillende uitkomsten(50-50)
o Waar de aanval
Regel van Zaytseff
o Meest omringde dubbele binding
o Meest stabiele alkeen gevormd
- E1-mechanisme
Analoog aan SN1
o Verschillende stappen, traagstsnelheidsbepalende
1. Protonering vd hydroxumfunciteC-O verzwakt
2. C-O vrijlating H2O
3. Splitsing C-H op naburig C en vorming dubbele binding
Aflopend door 1 vd reactieproducten te verwijderen
Snelheid
o Conc van alcohol
o Neem toe bij primairsecundairtertiair alcohol
Door aanwezigheid carbokation
Sp³ naar sp²
Regel van Zavtseff
o stabiele komt meer voor
- Eliminatie of substitutie
Sterke basecompetitieve eliminatie VS substitutie
Substraat trager in SN2hogere kans op eliminatie
SN1 meestal in solvolyse
o Solvent=reagens
Eliminatie bijna nooit bij primaire substraat
- Verschillende alkenen ontstaan
In natuur: geregeld oor enzymen
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