The flashcards below were created by user
tulipyoursweety
on FreezingBlue Flashcards.

Sn2 only_{
}
 RX = methyl or 1°
 nucleophile/base = STRONG

E2 only
 3° RX with STRONG nucleophile/base
 1°/2° RX with STRONG, NONNUCLEOPHILIC (very sterically hindered) base

Sn1 && E1
2°/3° RX with WEAK (neutral) nucleophile/base

Sn2 && E2
2° RX with STRONG nucleophile/base

What will this do? Why?
 tBUO^{}
  Will not do any SN2, only E2!
  Really sterically hindered base!

Good nucleophiles that are weak bases favor ______ over _______.
substitution, elimination

Bulky, nonnucleophilic bases favor _______ over _______.
elimination, substitution

To determin the product of a reaction with an alkyl halide: (2 steps)
 1. classify alkyl halide as 1°, 2° or 3°
 2. classify base or nucleophile as strong, weak or bulky

3° RX with strong base
 E2 only
 strong base favors Sn2 or E2, but 3° RX are too sterically hindered to undergo Sn2

3° with weak nucleophile/base
 Sn1 and E1
 weak base/nucleophile favors Sn1 and E1

1° with strong nucleophile
 Sn2 only
 Strong base/nucleophile favors Sn2 or E2, but 1° RX are least reactive in elimination ∴ only Sn2

1° with strong sterically hindered base
 E2 only
 strong, sterically hindered base cannot act as nucleophile for Sn2

2° with strong bases/nucleophile
 Sn2 and E2
 strong base is a strong nucleophile

2° with strong, sterically hindered base
 E2 only
 strong, sterically hindered base cannot act as nucleophile

2° with weak nucleophile/base
 Sn1 and E1
 weak base or nucleophile favors both

