reaction of Alkynes
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Questions and Answers

What stabilizes a molecule by delocalizing charge and electron density?

  • Carbocation
  • Enol
  • Halogenation
  • Resonance (correct)

How do halogens stabilize an adjacent positive charge?

  • By steric hindrance
  • Through inductive effects
  • Through hyperconjugation
  • By resonance (correct)

What is the product when one mole of X2 (X = Cl or Br) adds to an alkyne?

  • Dihalide (correct)
  • Trihalide
  • Monoalkyl halide
  • Tetrahalide

What happens when alkynes undergo hydration with concentrated acid?

<p>They form ketones (A)</p> Signup and view all the answers

What is the main reason why equilibrium favors the keto form in tautomers?

<p>Stronger C=O bond (D)</p> Signup and view all the answers

Which tautomer has a C=O and an additional C−H bond?

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

What is the purpose of the Hydroboration-Oxidation reaction sequence?

<p>To convert an alkyne to a carbonyl compound (B)</p> Signup and view all the answers

In Hydroboration-Oxidation, why does the hydroboration of a terminal alkyne result in an aldehyde?

<p>Because BH2 adds to the less substituted, terminal carbon (A)</p> Signup and view all the answers

Which catalyst is used for the reduction of alkynes to alkanes?

<p>Palladium on calcium carbonate (Pd/C) (B)</p> Signup and view all the answers

What happens when hydrogenation of alkynes is conducted with the Lindlar catalyst?

<p>Reduction to an alkene with syn stereochemistry (C)</p> Signup and view all the answers

Which type of addition occurs in hydroboration−oxidation of a terminal alkyne?

<p>AntiMarkovnikov addition (B)</p> Signup and view all the answers

Why does the terminally located borane in hydroboration−oxidation add to the terminal carbon of an alkyne?

<p>Due to lower steric hindrance at the internal position (D)</p> Signup and view all the answers

What is the main product formed when disubstituted alkynes react with potassium permanganate in mild conditions?

<p>Vicinal diketones (A)</p> Signup and view all the answers

In the reaction of acetylide anions with alkyl halides, which type of alkyl halide yields the product of nucleophilic substitution the fastest?

<p>1° alkyl halides (D)</p> Signup and view all the answers

What is the mechanism involved when acetylide anions react with unhindered alkyl halides to yield products of nucleophilic substitution?

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

Steric hindrance around the leaving group causes which type of alkyl halides to preferentially undergo elimination by an E2 mechanism?

<p>2° and 3° alkyl halides (A)</p> Signup and view all the answers

What type of reaction forms new carbon-carbon bonds in high yield only with unhindered CH3X and 1° alkyl halides when reacting with acetylide anions?

<p>Nucleophilic substitution (D)</p> Signup and view all the answers

Ozonolysis of alkynes is used mainly for which purpose?

<p>To find the location of the triple bond in an unknown compound (A)</p> Signup and view all the answers

What is the primary purpose of retrosynthetic analysis in organic chemistry?

<p>To work backwards from a target compound to determine the starting materials (D)</p> Signup and view all the answers

In retrosynthetic analysis, what does an open arrow (⇒) indicate?

<p>The product on the left and the starting material on the right (C)</p> Signup and view all the answers

Which type of reactions are often categorized in retrosynthetic analysis?

<p>Reactions forming new carbon-carbon bonds (D)</p> Signup and view all the answers

How is a carbonyl group typically formed in a retrosynthetic analysis?

<p>By hydration of a triple bond (B)</p> Signup and view all the answers

What is the source of the acetylide anion used to form new C-C bonds in retrosynthetic analysis?

<p>Acetylene treated with base (D)</p> Signup and view all the answers

In retrosynthetic analysis, what role does functional group interconversion play?

<p>Converting one functional group into another (A)</p> Signup and view all the answers

During retrosynthetic analysis, we work forwards from a desired product to determine the starting materials.

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

In retrosynthetic analysis, the product is drawn on the left and the starting material on the right using an open arrow (⇒).

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

Functional group interconversions play a crucial role in designing a synthesis process.

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

Acetylene is used to prepare the acetylide anion by treatment with an acid.

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

Retrosynthetic analysis often categorizes reactions into those that form new carbon-oxygen bonds and those that convert one functional group into another.

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

Hydration of a triple bond leads to the formation of an alcohol group.

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

Steric hindrance around the leaving group causes primary alkyl halides to preferentially undergo elimination by an E1 mechanism.

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

Retrosynthetic analysis focuses on working backwards from a target compound to determine the starting materials.

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

In retrosynthetic analysis, acetylide anions are used to form new carbon-nitrogen bonds.

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

The synthesis process involves working from a desired product to identify potential intermediates.

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

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