Arrange the following alkyl halides in order from most reactive to least reactive in an SN1 reaction: 2-bromo-2-methylpentane, 2-chloro-2-methylpentane, 3-chloropentane, and 2-iodo-2-methylpentane.
Step 1 of 5</p>
Elimination reactions are a class of organic reactions in which two substituents are removed from a molecule. This removal can be a reaction with one step mechanism or a reaction with two step mechanism. The one step reaction is called E2 reaction and two steps reaction is called E1 reaction.
The rate of an E1 reaction is dependent on both reactants that are a base and alkyl halide. In this only a strong base is capable of extracting weakly acidic hydrogen and alkyl halide should be primary substituted. The rate of an E2 reaction is dependent on only alkyl halide molecule. In this presence of a base is not affecting the reaction as the alkyl halide is able to loose hydrogen on its own. Thus, presence of a weak base and tertiary alkyl halide is favored in case of E2 reaction.
Step 2 of 5</p>
The substrate, trans-1-chloro-2-methylcyclohexane, is a secondary alkyl halide and the nucleophile is methoxide ion, , which is a strong base. So, the reaction of methoxide ion with trans-1-chloro-2-methylcyclohexane gives the following products:
Step 3 of 5</p>
The substrate, trans-1-chloro-2-methylcyclohexane, is a secondary alkyl halide and the nucleophile is methoxide ion, , which is a strong base. So, the reaction of methoxide ion with cis-1-chloro-2-methylcyclohexane gives the following products: