8. Elimination Reactions

Identify the three products formed when 2-bromo-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.

A small amount of another organic product is formed in a Williamson ether synthesis. What is this product when the alkyl halide used in the synthesis of butyl propyl ether is

b. butyl bromide?

A small amount of another organic product is formed in a Williamson ether synthesis. What is this product when the alkyl halide used in the synthesis of butyl propyl ether is

a. propyl bromide?

Draw the elimination products that are formed when 3-bromo-3-methyl-1-butene reacts with

b. CH₃OH

Draw the elimination products that are formed when 3-bromo-3-methyl-1-butene reacts with

a. CH₃O⁻.

For each of the following reactions, (1) decide whether an E2 or an E1 occurs, and (2) draw the major elimination product:

a.

b.

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

a. trans-1-chloro-2-methylcyclohexane + CH₃O⁻

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

b. cis-1-chloro-2-methylcyclohexane + CH₃O⁻

What products are formed from the following reactions?

a.

What products are formed from the following reactions?

b.

What products are formed when the following stereoisomer of 2-chloro-1,3-dimethylcyclohexane reacts with methoxide ion?

Would you expect the following bases to favor E1 or E2 elimination?

(a)

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

(a)

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

(d)

Show a mechanism for the following elimination reactions. Label the mechanism as E1 or E2.

(a)