Electrophilic Aromatic Substitution

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34 Terms

1
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Halogenation solvent

(FeBr3 + Br2) (AlCl3 + Cl2) Mix, whatever lmfao

2
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Sulfonation solvent

Fuming H2SO4 (H2SO4 + SO3)

3
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Reverse sulfonation solvent

Dilute H2SO4

4
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Nitration solvent

HNO3 + H2SO4

5
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Nitro replaced with amino solvent

1) Fe or Zn + HCl   2) NaOH

6
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Friedel-Crafts Alkylation solvent (why limited?)

Alkane with X on it, AlCl3 or similar. Rearrangement happens

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Friedel-Crafts Acylation solvent (Why better? Why limited still)

Ketone with X on it, AlCl3 or similar. No rearrangement but dumbass ketone there now

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Clemenson solvent (whats it do)

Zn(Hg) + HCl + Heat (ketone fuck off)

9
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Activator regioselectivity

Ortho and para

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Deactivator regioselectivity (exception?)

Meta (except for X which is O.P.)

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OH

Strong activator

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O-

Strong activator

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NH2

Strong activator

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NH-R

Strong activator

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NR2

Strong activator

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O-C-R

    =O

Moderate activator

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NH-C-R
     =O

Moderate activator

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NR-C-R
     =O

Moderate activator

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OR

Moderate activator

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R (Alkane shit)

Weak activator

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X

Weak deactivator

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C=OR

Moderate deactivator

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C=OH (Aldehyde

Moderate deactivator

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C=OOR

Moderate deactivator

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C=OOH (Carboxylic acid)

Moderate deactivator

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C=ONH2

Moderate deactivator

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SO3

Moderate deactivator

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C-=N (cyanide)

Moderate deactivator

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NO2

Strong deactivator

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NR3+

Strong deactivator

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CX3

Strong deactivator

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34
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