1๏ธโฃE1 vs E22๏ธโฃ
E1 and E2 are the two main elimination mechanisms that form alkenes by removing atoms. Conditions decide which pathway wins.
Run a moomz poll: who wins for you?
moomz.com โ 10s, anonymous, free
1๏ธโฃE1
- โTwo-step mechanism via a carbocation
- โRate depends only on the substrate
- โFavored by tertiary substrates
- โUses weak bases and heat
- โCan give rearranged products
2๏ธโฃE2
- โOne-step concerted elimination
- โRate depends on substrate and base
- โWorks on primary and secondary substrates
- โRequires a strong, often bulky base
- โAnti-periplanar geometry required
Verdict
E1 proceeds via a carbocation with a weak base, while E2 is a concerted one-step process needing a strong base. Both make alkenes but differ in rate law and stereochemistry.
Frequently asked
What base does E2 need?+
A strong base such as hydroxide or alkoxide that can pull off a proton in the concerted step.
Why can E1 give rearranged products?+
Its carbocation intermediate can shift to a more stable position before elimination.
What geometry does E2 require?+
The leaving group and the proton must be anti-periplanar, on opposite sides of the bond.
Also in