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

For each pair, choose the haloalkane that would react most quickly in an S_N1 or E1 reaction.

(a)

Predict the product(s) that would result when the following molecules are allowed to react under the following conditions: (v) H₂O; (vi) NaOH, H₂O. If there is no reaction, write 'no reaction.'

(f)

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

(c)

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

(b)

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

(d)

When the following compound undergoes solvolysis in ethanol, three products are obtained. Propose a mechanism to account for the formation of these products.

Draw the substitution and elimination products for the following reactions, showing the configuration of each product:

c. 1-chloro-1-methylcyclohexane + CH₃O⁻

d. 1-chloro-1-methylcyclohexane + CH₃OH

For each of the following reactions, draw the major elimination product; if the product can exist as stereoisomers, indicate which stereoisomer is obtained in greater yield.

a. (R)-2-bromohexane + high concentration of CH₃O⁻

b. (R)-3-bromo-3-methylhexane + CH₃OH