8. Elimination Reactions

Predict the product(s) that would result when molecules (a)–(p) are allowed to react under the following conditions: (v) 1. TsCl, Et₃N 2. NaOt-Bu (vi) H₂SO₄ If no reaction occurs, write 'no reaction.'

(f)

Indicate the type of catalysis that is occurring in the slow step in each of the following reaction sequences:

b.

Indicate the type of catalysis that is occurring in the slow step in each of the following reaction sequences:

a.

Make models of the following compounds, and predict the products formed when they react with the strong bases shown.

(a)

Explain how each of the following changes affect the rate of the reaction of 1-bromobutane with ethoxide ion in DMF.

a. The concentration of both the alkyl halide and the nucleophile are tripled.

b. The solvent is changed to ethanol.

Propose a mechanism for each of the following reactions:

a.

Given the reactants shown, what type of elimination would you expect to occur?

(b)

What halides would undergo E2 dehydrohalogenation to give the following pure alkenes?

a. hex-1-ene

b. isobutylene

c. pent-2-ene

cis-4-Bromocyclohexanol and trans-4-bromocyclohexanol form the same elimination product but a different substitution product when they react with HO⁻.

c. How many stereoisomers does each of the elimination and substitution reactions form?