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12 Cards in this Set

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List 3 problems of Kekule's model for benzene

It would be too reactive, would undergo addition reactions and has a too high enthalpy of hydrogenation

How does bonding work in Kekule's model of Benzene?

Three double bonds would move constantly

Why is benzene unreactive?

Due to the delocalised electron system

What type of reaction does benzene usually undergo?

Electophilic Substitution

Describe the length of c-c bonds in benzene

In-between the length of a single and double c-c bond

Why does benzene have a low enthalpy of hydrogenation?

Due to delocalisation stabilisation

Conditions for benzene reaction

Halogen carrier and 50°C

Explain the relative resistance to bromination of Benzene compared with alkenes (4) LIST POINTS 1-4

1) In benzene, electrons are delocalised


2) In alkenes, pi electrons are localised


3) Benzene has a lower electron density


4) Benzene polarises bromine less

Why does benzene undergo substitution reactions?

This keeps the low energy delocalised electron system intact

Why is phenol more reactive than benzene? (3)

The lone pair of electrons from oxygen are drawn into the benzene ring, increasing the ring's electron density, the ring is activated

Which areas of phenol allow bonding, and Why?

Positions 2, 4 and 6, due to their high electron density

What reagent reacts with both a carboxylic acid and an alcohol, formula and name?

NaOH, Sodium hydroxide