Ether Formation and Acidic Dehydration Quiz
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Questions and Answers

Why is bimolecular dehydration not suitable for the preparation of ethyl methyl ether?

  • Ethyl methyl ether follows an SN1 pathway during formation.
  • Ethyl methyl ether requires a primary alkyl group only.
  • Ethyl methyl ether requires an alkyl group that is unhindered. (correct)
  • Ethyl methyl ether prefers a high-temperature reaction environment.

In the Williamson synthesis, what type of reaction takes place?

  • Nucleophilic bimolecular substitution (SN2) (correct)
  • Acid-base reaction
  • Oxidation-reduction reaction
  • Nucleophilic unimolecular substitution (SN1)

Why is the dehydration of secondary and tertiary alcohols unsuccessful in giving ethers?

  • SN2 pathway is preferred over SN1 in these alcohols.
  • The alkenes formed are more stable than the ethers.
  • Elimination competes over substitution in these cases. (correct)
  • Secondary and tertiary alcohols do not react with alkoxides.

Which type of alcohol is suitable for acidic dehydration to form ethers?

<p>Primary alcohols (D)</p> Signup and view all the answers

What happens when the alkyl group in the preparation of ethers is hindered?

<p>Alkene formation is favored over ether formation. (B)</p> Signup and view all the answers

Why is the bimolecular dehydration method suitable only for primary alkyl groups?

<p>Secondary and tertiary alkyl groups favor elimination reactions. (B)</p> Signup and view all the answers

What is the first step in the reaction of an ether with concentrated HI?

<p>Protonation of the ether molecule (D)</p> Signup and view all the answers

In the cleavage of mixed ethers with two different alkyl groups, which alkyl group forms the alkyl iodide in a reaction involving primary or secondary alkyl groups?

<p>Lower alkyl group (A)</p> Signup and view all the answers

What mechanism is followed when one of the alkyl groups in a reaction involving ethers is a tertiary group?

<p>SN1 mechanism (B)</p> Signup and view all the answers

What type of nucleophilic substitution mechanism occurs when iodide attacks the oxonium ion formed in the reaction of ether with concentrated HI?

<p>SN2 mechanism (A)</p> Signup and view all the answers

What is the primary reason for using concentrated HI or HBr in the cleavage of ethers?

<p>To provide a strong acidic medium (C)</p> Signup and view all the answers

In the reaction involving anisole, what is the product formed after reacting with HI followed by an SN2 mechanism?

<p>(CH3)3C-I (B)</p> Signup and view all the answers

What is the major product formed when CH3ONa reacts with (CH3)3C–Br?

<p>2-methylpropene (C)</p> Signup and view all the answers

Why do better results in the SN2 reaction occur when a primary alkyl halide is used?

<p>Primary alkyl halides favor substitution over elimination (D)</p> Signup and view all the answers

Why does an alkene form as the only reaction product when a tertiary alkyl halide is used?

<p>Alkoxides are strong bases (D)</p> Signup and view all the answers

Which of the following is not an appropriate reaction for the preparation of t-butyl ethyl ether?

<p>Direct combination of t-butanol and ethanol (D)</p> Signup and view all the answers

Why do ethers have a net dipole moment?

<p>Polar C-O bonds in ethers (D)</p> Signup and view all the answers

In the preparation of ethers, why do alkoxides react with alkyl halides to form elimination products?

<p>Alkoxides are strong bases (D)</p> Signup and view all the answers

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