aromatic compounds Flashcards

1
Q

What is the molecular formula of benzene

A

C6H6

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2
Q

What are aromatic, aliphatic and alicyclic compounds

A

Aromatic- containing benzene
aliphatic- ogranaic compound with open chain structure, can be cyclic but not benzene
alicyclic- cyclical but not benzene

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3
Q

What was kekule model for benzene

A

6 member ring of carbon with alternating single and double bonds, snake eating tail

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4
Q

Why did chemists disapprove with the kekule model

A

The model contain explain the physical and chemical properties of benzene

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5
Q

What are the factors that disprove the kekule model

A

1- benzene contains double bonds and therefore should decolourise bromine what but instead it doesn’t undergo any electrophillic addition reaction(therefore cannot have C=C) bonds
2- The bond length measure using X-ray diffraction showed that the bond length of each C bond was the same meaning that there were no double bonds
3- due to the double bonds the enthalpy of hydrogenation was expected to be *3 that of cyclohexene but it is actually much lower -208 so benzene is more stable

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6
Q

Delocalised model of benzene

A
  • Each carbon atom has an electron in a p-orbital at right angles to the plain of bonded H atoms causing adjacent P orbitals to overlap causing a ring with high electron density
    -Pi bond system spreads over all the carbon atoms, they are said to be delocalised
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7
Q

What are the groups that are prefixes to benzene

A

short alkyl chains, halogens and nitro groups

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8
Q

What happens when the carbon chain is longer than 7

A

the benzene is considered substituent and becomes the prefix eg phenyl ethanone

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9
Q

What are the 3 expections to this

A

Benzoic acid, phenylamine, benzaldehyde

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10
Q

What kind of reaction does benzene undergo

A

Electrophillic substitution, electrophile attracted to high electron density(strong electrophiles)

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11
Q

How do substitution reactions work on benzene

A

Hydrogen atom on benzene is replaced by atom atom/ group

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12
Q

conditions for nitration of benzene

A

catalysed by sulfuric acid and heated at 50 degrees

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13
Q

catalyst for the Nitration of benzene

A

HNO3
creation:
HNO3 + H2SO4 -> HSO4 + H2NO3
H2NO3 -> NO3- + H2O
restoring catalyst
HSO4- + H+ -> H2S04

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14
Q

Halogen carrier for alkylation of benzene

A

Creation
CH3Cl + AlCl3 -> CH3+ + AlCl4-

AlCl4- + H+ -> AlCl3 + HCLl

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15
Q

Halogen carrier for acylation of benzene

A

Ch3COCl + AlCl3 -> Ch3CO+ + AlCl4-

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16
Q

All the hydrogen carriers

A

AlCl3, AlBr3, FeCl3

17
Q

Why does benzene require halogen carriers

A

Too stable to react with non-polar or weak electrophiles to electrophiles produced from halogen carrier catalysts are much stronger

18
Q
A
19
Q
A