1. E1 & E2 briefly reviewed
Identify everything wrong in the statements below below:
1) Dehydration of an alcohol to make alkynes via E2
Makes alkenes no alkynes
Via E1
2) Both E1 and E2 involve a protonated alcohol
and both undergo rearrangement
Only E1 involves protonated alcohol and rearrangement
3) Dehydrohalogenation runs E1 and converts alkenes to halohydrins using CCl4 solvent
Runs E2
converts alkyl halides to alkenes with KOH in ethanol

2. *3a,3b are both 3o so are termed  sites. *1 is 1o hence a  site 2
1,2 and 3a are all  sites
3b is an  site
5) E2 involves a secondary isotope effect at the -H and uses KOH as a solvent
Involves a primary isotope at -H
Uses ethanol as solvent (KOH is reagent)
6) E2 elimination of 2-bromobutane starts with the
bromine receiving a lone pair from OH-
Starts with -H on 2-bromobutane forming a bond with OH- to make water

3. 7) E1 elimination of an alcohol to form an alkenes requires the alcohol to have at least one -H
Not so. A carbocation can undergo methyl shifts and subsequently could make an alkene
8) E2 elimination of 2-bromobutane forms just one product alkene according to Zaitsev’s rule
NO. two products form: one major and one minor
9) The rate-limiting step in E1 elimination of ROH to alkenes is the alcohol protonation step
No…the carbocation formation step where ROH2+ R+ + H2O is is the rate limiting step

4. Tennis ball pass U-PICK Which Mechanism(s) apply
0) dehydration of ROH to alkene E1 E2
Primary H effect E1 E2
2) H+ catalyzed E1 E2
3) Rearrangements occur E1 E2
4) Base driven E1 E2
5) -H always necessary E1 E2

5. U-PICK Which Mechanism(s) apply
U-PICK Which Mechanism(s) apply (continued)
6) Products obey Saitsev rule E1 E2
7) Reaction rate order: 3o>2o>1o E1 E2
8) Involves a carbocation E1 E2
9) Involves a 4-atom electron flow E1 E2
10) More than one product alkene
possible E1 E2
11) Competes with substitution
reaction E1 E2

6. DOC