Identify whether each of the following reactions occurs through an SN1, SN2, E1, or E2 mechanism. Identify whether e…
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Question “Identify whether each of the following reactions occurs through an SN1, SN2, E1, or E2 mechanism. Identify whether e…”
Identify whether each of the following reactions occurs through
an SN1, SN2, E1, or E2 mechanism.
Identify whether each of the following reactions occurs through an Sn1 , Sn2, E1, or E2 mechanism.
Answer
Concepts and Reason
The product is formed by three reactions. The rate of the reaction is affected by the parameters, such as the substrate, the type of nucleophile and the leaving group.
First, determine whether the product is a substitution product or an elimination product. Then, write the appropriate mechanism.
Fundamentals
Substitution reaction can also be described as $math_tag_0
* {{\rm{S}}_{\rm{N}}}1
Haloalkane is the order of reactivity in {{\rm{S}}_{\rm{N}}}1
* {{\rm{S}}_{\rm{N}}}2
Haloalkane is the order of reactivity in {{\rm{S}}_{\rm{N}}}2
The elimination reaction can also be classified as $math_tag_5
* The elimination reaction can be classified $math_tag_6
* The E-2 elimination reaction is a one-step reaction that involves the formation of a transitional state. Haloalkane has the following order of reactivity: {\rm{E - 2}}
Part (a).
Take a look at the following:
Because the product is alkene, it must undergo elimination reaction.
Now identify the elimination mechanism of the reaction by looking at the structure of haloalkane as well as the strength of the base.
The given reactants are secondary halosane and strong bases, so the reaction will undergo {\rm{E}}2
Part (b).
Take a look at the following:
The product formed by substitution of Br is an ether.
Now identify the type and mechanism of substitution in the reaction by studying the structure of haloalkane as well as the strength of the base.
The given reactants are secondary halosane and strong bases, so the reaction will undergo {{\rm{S}}_{\rm{N}}}2
Part (c).
Take a look at the following:
The product must be formed from an ether by substituting methoxy groups.
Now identify the type and mechanism of substitution in the given reaction by studying the structure of alcohol or the solvent, as shown below.
The given reactants are secondary alcohols in the presence polar solvent. Therefore, the reaction will undergo {{\rm{S}}_{\rm{N}}}1Ans Part (a).
Conclusion
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