L86- Aromatic chemistry Flashcards

1
Q

Why are cationic intermediate fairly stable?

A

because the positive charge can be delocalised

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2
Q

what positions are is the charge on a cation delocalised over?

A

ortho and para - resonance structures

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3
Q

why is it harder for second substituents to be added to a benzene ring?

A

due to the group present

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4
Q

what influences where the second substituent takes on a benzene ring?

A

the groups already there

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5
Q

what are the 3 possible arrangements for groups on a ring?

A

ortho, meta, para,

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6
Q

what is the position that the group IS AT called on a benzene ring?

A

ipso

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7
Q

compared to ipso where is the position meta?

A

2 carbons away

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8
Q

compared to ipso where is the position para?

A

opposite

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9
Q

compared to ipso where is the position ortho?

A

next to it

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10
Q

how else would you name 3-nitrophenol?

A

m-nitrophenol

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11
Q

how else would you name 4-chlorotoluene?

A

p-chlorotoluene

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12
Q

why is the a phenol more susceptible to electrophilic substitution?

A

because the lone pair on the oxygen can feed into the ring and be used to be stabilised by conjugation. the ring is electron dense so substitution can occur

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13
Q

what position can substitution with a phenol occur on?

A

para or ortho

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14
Q

what is the rate determining step?

A

the slowest step in the chemical reaction

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15
Q

what is the rat determining step in the substitution reaction?

A

the formation of the cation

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16
Q

what two groups exert a stabilising effect through the overlap of pi bond?

A

OH and NH2

17
Q

what bonds can exert stabilising through induction?

A

sigma bonds

18
Q

what 3 things do electron withdrawing groups do?

A
  • Reduce the electron density on the ring
  • Reduce the rate of reaction compared to benzene
  • Direct substitution to the meta positions
19
Q

what electron withdrawing groups is difficult to introduce and each sequential
group requires an increase in reaction conditions?

A

NO2