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examine the reaction/mechanism provided for the acid-catalyzed dehydration of 2-methyl-2-butanol. select all the following statements that are correct. a. the curved arrows, as shown in compound 5, result in the formation of compound 6. b. the dehydration reaction proceeds via an e2 mechanism. c. compound 6 is not the most stable alkene produced by the dehydration. d. compound 6 is the most stable alkene formed by the dehydration. e. the dehydration reaction proceeds via an e1 mechanism.

User Akluth
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Final answer:

The dehydration of 2-methyl-2-butanol normally follows an E1 mechanism rather than an E2 mechanism. The most stable alkene is typically formed following Saytzeff's rule, which would make the statements about compound 6 being the most stable alkene conditionally true if it is indeed the most substituted product.

Step-by-step explanation:

When examining the acid-catalyzed dehydration of 2-methyl-2-butanol, the following statements can be assessed:

  • (a) Without seeing compound 5 and compound 6, it's not possible to verify if the curved arrows correctly represent the transformation.
  • (b) The dehydration of a tertiary alcohol typically goes through an E1 mechanism, given that the carbocation formed in the intermediate step is stabilized by the tertiary carbon's environment.
  • (c) Usually, in acid-catalyzed dehydration, the most stable alkene involves the formation of the alkene with the greatest number of alkyl substituents (Saytzeff's rule).
  • (d) This could be true if compound 6 adheres to Saytzeff's rule and is indeed the most substituted, stable alkene possible from the dehydration reaction.
  • (e) The dehydration often proceeds via an E1 mechanism for tertiary alcohols, which involves the formation of a carbocation intermediate.

Therefore, without the visual aid of compound 5 and compound 6, statements b and e would be correct if we assume the standard behavior of tertiary alcohol undergoing dehydration.

User Elzooilogico
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