10/24 Flashcards

1
Q

what is an activator

A

it is a group that makes the reaction faster

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2
Q

what is a deactivator

A

it is a group that makes the reaction slower

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3
Q
A
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4
Q

what is an activator

A

it speeds up the reaction

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5
Q

what is a deactivator

A

it slows down the reaction

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6
Q

what is the effect of an electron donating group on an aromatic ring

A

by donating electron density to the arenium ion, the carbocation is stabilized and the EDG acts as an activator and speeds up the reaction

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7
Q

electron withdrawing groups act as

A

they act as deactivators and they slow down the reaction by pulling away electron density and destabilizing the carbocation from the arenium ion

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8
Q

how are activators bonded to the ring

A

with the atom that has the lone pairs

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9
Q

what do ortho para activators have characteristically?

A

they have lone pairs on the atom bonded to the ring that can donate electron density into the ring

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10
Q

where does the nitrogen and oxygen have to be on amides and esters in order for it to be a activator?

A

they need to be directly bonded to the ring

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11
Q

what are the ortho-para activators

A

ethers, alcohols, amine, amides, esters, alkyls, and phenyl groups

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12
Q

what are the ortho para deactivators

A

they are halogens

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13
Q

why are halogens deactivators?

A

they have a withdrawing affect that deactivates the ring and withdraws electrons but they have lone pairs that can perform resonance

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14
Q

what type of action do EWGs perform on rings

A

they are meta deactivators

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15
Q

what is the trend for meta deactivators

A

the lone pair cannot be donated

the atom bonded to the ring is positive or partially positive

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16
Q

what happens when you try to add a substituent on aromatic ring with a meta deactivator?

A

it creates an arenium ion where the positive charges from the ewg and the arenium ion are near eachother and repel

17
Q

are halogens electron withdrawing or donating

A

they are both

18
Q

what is the inductive effect of halogens

A

it is the ability of a group to pull electron density away from the ring, it is an electron withdrawing property and it deactivates the ring

19
Q

what is the resonance effect of halogens

A

it is the ability of the lone pairs on a halogen to perform resonance and stabilize the positive charge

20
Q

when dealing with the disubstituted rings, which substituent dominates

A

the electron donating group ortho-para directing affects dominates

21
Q

what if there are two EDG on a ring

A

the stronger EDG dominates

22
Q

what dominates, resonance affects or induction

A

resonance

23
Q

what are the disadvantages to friedel crafts alkylations

A

rearrangements- don’t get expected product

polyalkylations- multiple additions of alkyl groups

24
Q

why are polyalkylations a problem in friedel crafts

A

by adding an alkyl group, we introduce an activator that wants to react more and will create mixed products

25
Q

if we want to avoid polyalkylations, what should be do

A

we should do a friedel crafts acylation instead and use the clemmenson reduction to reduce the carbonyl