Subtitutions and Eliminations

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Andre3k

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So I see that nobody fully understands Sn1 E1 Sn2 E2

I have been trying to come up with general rules to memorize can sombody tell me if this right?

Methyl Halides (CH3X)
Sn2 Only


Primary Halides (RCH2X)
Sn2 if reacted with a good nucleophile.

E2 if reacted with a bulky base such as CH3CO-

No E1

No Sn1

Secondary Halides (R2CHX)
Sn2 with weak bases such as CN-, N3-, CH3COO-, SH-, RS-, I-.

E2 with strong bases such as OH- , CH3CH2O-, or NH2-

Sn1 and E1 with benzylic and allylic halides, weak bases and polar protic solvents

Tertiary Hailides (R3C-X)
Sn1 and E1 in hydroxylic solvents (Polar Protic Solvents)
---Solvolysis stablizes carbocation intermediate
---At higher temeratures E1 is favored

E2 is favored when bases are used
---No solvolysis

No Sn2 too crowded
 
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