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Chapter 9: Q94P (page 391)

Rank the following from most reactive to least reactive in an E2reaction:

Short Answer

Expert verified

Elimination reaction often competes with substitution reactions. In this reaction, a substrate (typically an alkyl halide) eliminates one equivalent (unit) of acid to form an alkene. Two possible mechanisms are available for this elimination reaction 鈥�E1 and E2 mechanisms.

Step by step solution

01

Definition of elimination reaction

Elimination reaction often competes with substitution reactions. In this reaction, a substrate (typically an alkyl halide) eliminates one equivalent (unit) of acid to form an alkene. Two possible mechanisms are available for this elimination reaction 鈥�E1 and E2 mechanisms.

02

Step 2:

The first compound has two axial hydrogens attached to beta carbon, the second compound has one axial hydrogen attached to the beta carbon, but it cannot form the more substituted product alkene that can be formed by the first compound. The last compound does not have axial hydrogens attached to beta carbon so it cannot undergo E2 reaction.

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Most popular questions from this chapter

Question:What product is formed when 1-bromopropane reacts with each of the following nucleophiles?

a. HO-

b. -NH2

c. CH3S-

d. HS-

e. CH3O-

f. CH3NH2

Why do cis-1-bromo-2-ethylcyclohexane and trans-1-bromo-2-ethylcyclohexane form different major products when they undergo an E2 reaction?

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

b. Explain why the same products are obtained when 2-chloro-2-methylpropane is dissolved in a mixture of 80% ethanol and 20% water.

What is the product of the reaction of bromoethane with each of the following nucleophiles?

What product is obtained when the following compound undergoes two successive elimination reactions?
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