aromatics and that Flashcards

1
Q

aliphatic

A

organic open chains

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2
Q

alicyclic

A

cyclic structures with aliphatic properties

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3
Q

aromatic

A

organic compounds with a benzene ring

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4
Q

describe kekule model

A

planar ring of carbon atoms with alternating single and double bonds. Each carbon is bonded to one hydrogen

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5
Q

describe delocalised model

A

p orbitals of all six c-c atoms overlap to create pi system- 2 ring shaped clouds of electrons above and below plane. all bonds are the same legnth . electrons are delocalised dont belong to specific caron atom. each carbon is bonded to one hydrogen

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6
Q

evidence for delocalised model

A

enthalpy of hydrogenation is less exothermic than expected, benzene is more stable than kekule with a stronger resistanve to reaction
x-0raydifffraction shows all bonds to be the same length

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7
Q

first step of bromination of benzene

A

form an electrophile you need a halogen carrier febr3
2Fe+3Br2=”Febr3
FeBr3 + Br2 = Br+ + FeBr4-

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8
Q

cl halogen carrier

A

AlCl3

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9
Q

why do halogen carrier help make good electrophiles

A

accepts lond pair of e from halogen stom on electropphile. lone pair is pulled away, the polarisation in the moeculeincreases froming carbocation

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10
Q

Similarities and differences between the bonding in kekule and delcolised model

A

Both involve sideways overlap of adjacent p-orbitals. But kekule has alternating pi bonds vs delocalised electrons in pi system

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11
Q

Evidence for kekules model

A

Bond length
Enthoy change of hydrogenation is less exothermic than expected to reaction
Benzene is less reactive than alkenes. Bromination of benzene requires a catalyst

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12
Q

Relative resistance to bromination of benzene vs phenol csncyclohexene

A

Cyclohexene has the least resistance then Relative then benzene. In benzene electrons are delocalised into the ring. Cyclohexane electrons are localised between 2 carbon atoms. Benzene cannot polarise br2

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13
Q

How does halogen carrier allow reaction to take place

A

Introduced permanent dipole on halogen

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14
Q

Binding and structure of benzene

A

Over lap of p orbitals each orbital donates one electron to delocalised pi system. Electron density above and below plane. It’s a planar ring with equal c c bonds lengths and the bond angle 120

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15
Q
A
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