Nucleophile and Base Rules

NaOCH₃

Strong SMALL base (hofmann)

NaOEt

Strong SMALL base (hofmann)

KOtBu

Strong BULKY base (zaitsev)

LDA

Strong BULKY base (zaitsev)

Exo = lower (T/F)

True

Exo = higher (T/F)

False

Endo = Higher (T/F)

True

Endo = Lower (T/F)

False

What does removing NaCl do? (Finkelstein)

NaCl is insoluble so removing it helps the reaction reach completion

Br is selective compared to Cl (T/F)

True

Cl is selective compared to Br (T/F)

False

Perfers Allylic/benzyllic then 3>2>1 (Cl or Br?)

Br

Highly Reactive (Br or Cl)

Br that why it’s perfects Perfers Allylic/benzyllic then 3>2>1

Tosylation is inversion or retention?

Retention

What does Tosylation do?

Creates a better leaving product

Radical Chain means?

Which hydrogen gets replaced.

Which mechanism gives us racmization (the only one)

SN1

While endo and exo change depending on the reaction a typical SN1 is…

Exothermic

what is an intermediate?

The valley between two humps on a reaction diagram

Strong Base (zaitsev or hofmann)