3. electrophilic substitution Flashcards

1
Q

definition of electrophilic substitution

A

substitution reaction
electrophile + attracted to electron rich part of molecule
new covalent bond formed
electrophile accepting electron pair

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2
Q

4 general steps of electrophilic substitution in benzene

A
  1. delocalised ring attracts electrophile (x+)
  2. electrophile accepts pair of pi electrons from delocalised ring. covalent bond formed
  3. reactive intermediate- delocalised electrons disrupted
  4. unstable intermediate releases H+ ion
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3
Q

Reagent for nitration of benzene

A

concentrated nitric acid HNO3

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4
Q

Catalyst for nitration of benzene

A

concentrated sulfuric acid H2SO4

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5
Q

electrophile for nitration of benzene

A

NO2+

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6
Q

how catalyst generates the electrophile (nitration of benzene)

A

HNO3 + H2SO4 -> NO2+ + HSO4- + H20

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7
Q

how the catalyst is regenerated (nitration of benzene)

A

H+ + HSO4- -> H2SO4

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8
Q

summary equation of nitration of benzene

A

C6H6 + HNO3 -> C6H5NO2 + H2O

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9
Q

why cant benzene react directly with halogens

A

delocalised ring is too stable

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10
Q

catalyst for the bromination of benzene

A

AlBr3 FeBr3 (halogen carriers)

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11
Q

catalyst for chlorination of benzene

A

AlCl3 FeCl3 (halogen carriers)

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12
Q

e.g of Br + electrophile generated (halogenation of benzene )

A

Br2 + FeBr3 -> Br+ + FeBr4-

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13
Q

how the catalyst is regenerated (halogenation of benzene)

A

FeBr4- + H+ -> FeBr3 + HBr

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