Organic Chemistry: Hydration of Alkynes and Alkenes

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Questions and Answers

What is the result of the hydration of an alkyne in the presence of H2O and HgSO4?

  • Formation of an unstable carbocation
  • No reaction occurs
  • Formation of a ketone through tautomerism (correct)
  • Direct formation of an alcohol

Which statement accurately describes the mechanism of alkynes hydration?

  • It is a Markovnikov addition of water to an alkyne (correct)
  • It involves anti-Markovnikov addition of water
  • It results in the formation of alkenes only
  • It follows a free radical mechanism

Which of the following compounds is produced when CH3−C≡C−CH3 is hydrated in the presence of HgSO4/H2SO4?

  • 2-pentanol
  • 2-butanol (correct)
  • 3-hexanol
  • Butan-2-ol

In the hydration of alkynes, what role does HgSO4 play?

<p>It serves as a catalyst (C)</p> Signup and view all the answers

What is the primary product obtained from the reaction R−C≡C−H + H2O?

<p>An alcohol (D)</p> Signup and view all the answers

What reagent combination is commonly used for the reductive ozonolysis of alkenes to prepare aldehydes?

<p>O₃ + CCl₄ (A)</p> Signup and view all the answers

Which of the following products is formed when propene (CH₂=CH-CH₃) undergoes ozonolysis with Zn dust and water?

<p>Acetaldehyde (CH₃CHO) (D)</p> Signup and view all the answers

What is the purpose of using Zn dust in the ozonolysis reaction?

<p>To reduce the ozonide intermediate (A)</p> Signup and view all the answers

Which of the following reactions does NOT result in the formation of an alkene from aldehydes?

<p>H₂O + CH₃CHO → CH₂=CH₂ (B)</p> Signup and view all the answers

When 2-pentene (CH₃-CH=CH-CH₂-CH₃) undergoes ozonolysis, which aldehydes will be produced?

<p>Acetaldehyde and Butyraldehyde (B)</p> Signup and view all the answers

Flashcards

Ozonolysis of alkene

A reaction that uses ozone (O3) to break a double bond in an alkene, producing aldehydes or ketones.

Reductive ozonolysis

A type of ozonolysis that converts the carbonyl products to aldehydes or ketones, without oxidizing the resulting products to carboxylic acids.

Aldehyde production

The process of creating aldehydes. Often involves ozonolysis of alkenes followed by reductive steps to form aldehyde products without carboxylic acids.

Aldehyde Reaction (self-condensation)

When two aldehyde molecules react to form a new molecule containing a carbon-carbon double bond.

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Ketone Formation

Formation of ketones from ozonolysis of alkenes, with reducing agents present, avoiding carboxylic acids formation. Similar concept as aldehydes.

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Markovnikov addition

Water adds to the alkyne following Markovnikov's rule.

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Hydration of alkynes

Addition of water to alkynes, forming enols that can rearrange to ketones.

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Tautomerism

Conversion of an enol to a ketone.

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Alkyne hydration mechanism

A two-step process involving mercuric ion and sulfuric acid to add water across the alkyne.

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Markovnikov's rule

In the addition of water (or other reagents) to an alkyne (or alkene), the hydrogen will attach to the carbon with more hydrogens.

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