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Concept explainers
Interpretation:
A complete, detailed mechanism is to be drawn for the given reaction.
Concept introduction:
One way to synthesize diethyl ether is to heat ethanol in the presence of a strong acid. This is an example of a nucleophilic substitution reaction. In the first step of the mechanism, the strong acid will protonate the OH group in ethanol. This is a proton transfer reaction.
This step is necessary. If nucleophilic substitution were to take place first instead, the leaving group would come off as
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Chapter 8 Solutions
Organic Chemistry: Principles and Mechanisms (Second Edition)
- Draw the complete, detailed E1 mechanism for each of the following reactions, and show all resonance structures, where applicable.arrow_forwardDraw the complete, detailed mechanism for the reaction shown here and give the major product. CH3I (excess) ? NH2arrow_forwardPlease draw detailed mechanism of this reaction. Picture are attached:arrow_forward
- The reaction shown here is an example of the Favorskii reaction, which involves an R¯ leaving group in a nucleophilic addition-elimination reaction. (a) Draw the complete, detailed mechanism for this reaction and explain why R can act as a leaving NaOH H2O group. (b) Suggest how you can synthesize an ester from cyclopropanone using only this reaction.arrow_forwardBonus Question: If you deemed the previous reaction to be unsuccessfull, propose a reaction or synthesis that would successfully produce the desired ether product (shown again to the side). You may use any reaction you know of.arrow_forwardDraw the complete, detailed mechanism for the reaction shown here. Will the product be optically active? Explain.arrow_forward
- The reaction shown here is a halosulfonation, which is a useful variation of the sulfonation reaction. Draw the complete mechanism for this reaction.arrow_forwardIn the acid-catalyzed aromatic alkylation involving 1-methylcyclohexene and benzene, two isomeric products are possible, but only one is formed, as shown here. Draw the complete mechanism that leads to each product, and explain why only one isomer is formed.arrow_forwardprovide the detailed mechanism for the given reactions. Do not skip any steparrow_forward
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