Aromatic

What is the most common type of reaction of benzene?
Substitution
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What happens to the 4th electron in the P orbital of each C atom in benzene
It delocalises to form rings of electron density above and below the hexagon forming rings of delocalised electron density above/below the hexagon
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What is the effect on benzene's stability of the rings of electron density?
Makes benzene very stable even though it is unsaturated
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Why is cyclo-hexa-1,3,5-triene not a suitable model for benzene?
Would not be symmetrical (C=c shorter than C-C) but benzene is. It would easily undergo addition reactions across the double bond - benzene does not. would form two isomers on the addition of Br2 or similar benzene doesn't
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Why is benzene attacked by electrophiles?
High electron density above/below ring due to delocalised electrons
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What is delocalisation energy and what is the effect of this on benzene's reactions?
The large amount of energy that is needed to break the aromatic ring apart. Results in the aromatic ring almost always staying intact
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What ion is used to nitrate benzene?
NO2+. Nitronium ion
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How do substituents with a positive inductive effect effect affect further substitution
They release electrons into the delocalised electron ring increasing the electron density and making further substitution reactions more likely/quickly
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How do substituents with a negative inductive effect effect affect further substitution
Remove electrons from the delocalised electon ring decreasing the electron density and making further substitution reactions less likely
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What type of catalyst is used for a Friedel-Crafts reaction?
A halogen carrier - AlCl3
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If you are considering cyclic compounds what might happen if two double bonds are next to each other?
C=C bonds are in close proximity so electrons in pi cloud/p orbitals can partially delocalise and move between the two C=C double bonds
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What effect would electrons in p orbitals moving between the C=C bonds have on the stability of the molecule and its enthalpy of hydrogentation?
Makes the molecule more stable makes enthalpy of hydrogentation more positive
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Other cards in this set

Card 2

Front

What happens to the 4th electron in the P orbital of each C atom in benzene

Back

It delocalises to form rings of electron density above and below the hexagon forming rings of delocalised electron density above/below the hexagon

Card 3

Front

What is the effect on benzene's stability of the rings of electron density?

Back

Preview of the front of card 3

Card 4

Front

Why is cyclo-hexa-1,3,5-triene not a suitable model for benzene?

Back

Preview of the front of card 4

Card 5

Front

Why is benzene attacked by electrophiles?

Back

Preview of the front of card 5
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