8. Elimination Reactions

Suggest an appropriate base to synthesize the alkene as the major product from the starting haloalkane.

(a)

Which reaction, E2 or Sₙ2, would you expect to be more favorable at higher temperatures?

For which of the following reactions would you expect elimination to be more favored than substitution?

(f)

For each pair, choose the haloalkane that would react most quickly in an Sₙ1 or E1 reaction.

(c)

The following chlorocyclohexane undergoes neither Sₙ2 nor E2 under the conditions shown. Why?

Identify whether each of the following reactions proceed by an S_N1 ,S_N2 , E1, or E2 mechanism.

(a)

Predict the products of the following reactions.

(c) benzyl bromide + sodium cyanide

Suggest a bromoalkane and the conditions necessary to produce the alkenes shown.

(b)

Suggest an appropriate base to synthesize the alkene as the major product from the starting haloalkane.

(b)

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

(c)

For which of the following reactions would you expect elimination to be more favored than substitution?

(c) <IMAGE>

vs.

<IMAGE>

For which of the following reactions would you expect elimination to be more favored than substitution?

(c)

Predict the product(s) of the following substitution or elimination reactions, paying close attention to the stereochemical outcome of the reactions.

(g)

Predict the product(s) of the following substitution or elimination reactions, paying close attention to the stereochemical outcome of the reactions.

(h)

Predict the major product(s) of the following elimination reactions, paying close attention to the stereochemical outcome of the reactions.

(f)