Substitution Flashcards
1
Q
Sn1
A
- Tertiary or secondary substrate
- Weak nu/weak base or strong acid
- very good LG
- polar protic solvent
- stepwise
- racemic mixture
(Rearrangements possible)
2
Q
Sn2
A
- primary and secondary
- strong nu/weak base
- good LG
- polar aprotic
- concerted (1 step)
- stereospecific = inversion
(No rearrangements)
3
Q
E1
A
- tertiary, secondary
- weak nu/weak base or strong acid
- very good LG
- polar protic solvent
- stepwise
- Cis and trans (E and Z)
- Zaitsev (rearrangements)
4
Q
E2
A
- tertiary,secondary,primary (anti coplanar beta hydrogen required)
- strong base (KOtBu)
- polar protic
- good LG
- concerted
- stereospecific : anti coplanar beta hydrogen determines Cis or trans
- Zaitsev= small base
- Hoffman= large base
5
Q
Zaitzev
A
More substitutients
6
Q
Hoffman
A
Less substituents