E1 and E2 Reactions

E1 (protic / aprotic)

protic

E1 (substrate)

3 > 2

E1 (Nucleophile)

Weak Bronstead Base

E2 (polar protic / aprotic)

aprotic

E2 (substrate)

3 > 2 > 1

E2 Nucleophile

Strong Bronstead Base

What are the 2 sterically hindered bases

DBN and DBU

How to determine how substituted a carbon is (monosubstituted vs disubstituted vs trisubstituted)

Look for the number of “things” bonded to the double bond (both sides of it)

Zaitsev’s rule:

major elimination product is the MOST substituted alkene

Is trans or cis the major product ?

Trans

When one isomer is better than the other is called…

regioselective (most substituted vs. least substituted product)

When one stereoisomer is better then the other is called..

stereoselective (trans is better than cis)

Zaitev’s rule works for… (bulky / nonbulky nucleophiles)

nonbulky nucleophiles

Antiperiplanar means that the __ and __ are in the same plane

hydrogen and leaving group (180 degrees)

The use of heat is in indication of….

E1 or E2 rxn (not a substitution rxn)

What are some bad leaving groups?

F-, OH-, H-

Hoffman Rule

Major elimination product (thru the use of a bulky base) makes a LESS substituted alkene

What are some bulky bases?

t-BuO, t-Bu

A bulky base removes an (internal / exposed) hydrogen

exposed

For E1 and E2, the double bond made HAS to be btwn…

an alpha and beta carbon

hydrogenation is indicative of..

E1 and E2 rxns