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aromatic chemistry > Summary of influence of substituents on electrophilic substitution > Flashcards

Summary of influence of substituents on electrophilic substitution Flashcards

1
Q

NH2

A

v v activating

o/p directing

polysubstitution usual

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2
Q

NR2

A

v v activating

o/p directing

polysubstitution usual

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3
Q

OH

A

v activating

o/p directing

polysubstitution usual

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4
Q

OR

A

v activating

o/p directing

polysubstitution usual

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5
Q

NHCOR

A

activating

o/p directing

monosubstitution possible

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6
Q

OCOR

A

activating

o/p directing

monosubstitution possible

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7
Q

Ph (or Ar)

A

weakly activating

o/p directing

monosubstitution possible

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8
Q

CH3 (or R)

A

weakly activating

o/p directing

monosubstitution possible

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9
Q

H

A

standard case

orientation not applicable

mono substitution usual

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10
Q

I

A

weakly deactivating

o/p directing

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11
Q

Br

A

weakly deactivating

o/p directing

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12
Q

Cl

A

weakly deactivating

o/p directing

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13
Q

F

A

weakly deactivating

o/p directing

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14
Q

CO2R

A

deactivating

m directing

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15
Q

CO2H

A

deactivating

m directing

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16
Q

COR

A

deactivating

m directing

17
Q

CH=O

A

deactivating

m directing

18
Q

CN

A

deactivating

m directing

19
Q

CF3

A

v deactivating

m directing

20
Q

SO3H

A

v deactivating

m directing

21
Q

NO2

A

v v deactivating

m directing

may not react (e.g. F-C reaction)

22
Q

NR3+

A

v v deactivating

m directing

may not react (e.g. F-C reaction)

aromatic chemistry (2 decks)

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