Reaction mechanisms. Flashcards
A reaction occurs with an ionic nucleophile in an aprotic solvent, what type is mostly likely to be major reaction?
SN2
What is required for SN1 to occur on a 1º carbon?
resonance stabilized. An allylic carbon.
What is required to stabilize the carbocation formed in SN1 RXN?
protic solvent.
What is indicative of a strong nucleophile? (3 atoms, 3 things.)
(-) charge, S, N, P. not stabilized by resonance or a protic solvent.
how many steps is SN2?
1
How many steps is SN1?
2 or more.
A reaction occurs with a strong base in an solvent, what type is mostly likely to be major reaction?
E2
A reaction occurs with a weak nucleophile in a protic solvent, what type is mostly likely to be major reaction?
SN1
A reaction occurs with a weak base in a protic solvent, what type is mostly likely to be major reaction?
E1
What is zaitsev product?
The double bond will be formed between the leaving group and the β Carbon that is more substituted (less hydrogens.)
What is Hoffman product?
The double bond will be formed between the leaving group and the β Carbon that is less substituted (more hydrogens.)
Is E1 Hofman or Zaitsev?
Always Zaitsev product.
What two reactions have carbocation rearrangements?
SN1 & E1
Is E2 Zaitsev or Hofman?
Will try to be Zaitsev, but if the corresponding H is not 180º (anti-periplanar) and cannot be rotated around the σ bond, there is a poor leaving group, or for cyclic not in axial position then Hofman will be major.