Isomerism and Alkane Reactions

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Questions and Answers

What is the most essential condition for a molecule to exhibit enantiomerism?

  • Presence of a double bond and cis-trans isomerism.
  • Free rotation around a single bond and conformational isomerism.
  • Presence of a chiral center and non-superimposable mirror image. (correct)
  • Presence of a plane of symmetry within the molecule.

Which of the following best describes the relationship between enantiomers?

  • They are diastereomers with multiple chiral centers.
  • They are stereoisomers that are non-superimposable mirror images. (correct)
  • They are conformational isomers that interconvert through bond rotation.
  • They are structural isomers with different connectivity.

What is the primary difference between stereoisomers and conformational isomers?

  • Stereoisomers require breaking of bonds to interconvert, while conformational isomers interconvert through rotation around single bonds. (correct)
  • Stereoisomers have different connectivities, while conformational isomers are the same molecule in different spatial arrangements.
  • Stereoisomers convert readily at room temperature, while conformational isomers require bond breaking.
  • Stereoisomers are always chiral, while conformational isomers are always achiral.

What distinguishes the Wurtz reaction from the Corey-House reaction in alkane synthesis?

<p>The Wurtz reaction exclusively produces symmetrical alkanes, while the Corey-House reaction can produce asymmetrical alkanes. (D)</p> Signup and view all the answers

What is a major advantage of the Corey-House reaction over the Wurtz reaction for synthesizing alkanes?

<p>The Corey-House reaction is less likely to undergo elimination reactions, leading to higher yields. (B)</p> Signup and view all the answers

Why is hydrobromination (addition of HBr) in alkenes susceptible to the peroxide effect, while hydrochlorination (addition of HCl) and hydroiodination (addition of HI) are not?

<p>The chain propagation steps are exothermic for HBr but endothermic for HCl and HI. (A)</p> Signup and view all the answers

In the presence of peroxides, HBr adds to propene via a free-radical mechanism. What is the major product of this reaction?

<p>1-bromopropane (B)</p> Signup and view all the answers

What is the role of $BH_3$ (borane) in the hydroboration-oxidation reaction of an alkene?

<p>It adds to the alkene in a syn fashion, with boron attaching to the less substituted carbon. (A)</p> Signup and view all the answers

What is the function of alkaline $KMnO_4$ ($alk.KMnO_4$) in the reaction with an alkyne?

<p>It cleaves the alkyne, oxidizing it to form carboxylic acids. (D)</p> Signup and view all the answers

What type of products are typically formed when an internal alkyne is treated with alkaline $KMnO_4$ followed by acidification?

<p>Two different carboxylic acids. (A)</p> Signup and view all the answers

Flashcards

What is enantiomerism?

Isomers that are mirror images of each other but are non-superimposable.

What are stereoisomers?

Isomers with the same molecular formula and connectivity but different spatial arrangements.

What is conformational isomerism?

Isomers that can be converted into one another by rotation around a single bond.

What is the Wurtz reaction?

A reaction where two alkyl halides react with sodium metal in dry ether to form a higher alkane.

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What is the Corey-House reaction?

Alkane synthesis by reacting an alkyl halide with an organocopper reagent.

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What is the peroxide effect?

The addition of HBr to an unsymmetrical alkene in the presence of peroxides follows anti-Markovnikov's rule.

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Study Notes

  • Enantiomerism definition, essential conditions, and R and S configuration of glyceraldehyde are tested
  • Stereoisomers of tartaric acid are examined
  • Conformational isomerism is assessed, specifically with conformers of n-butane
  • Alkane preparation via Wurtz and Corey-House reactions is covered
  • The advantages of the Corey-House reaction compared to the Wurtz reaction are investigated
  • The peroxide effect and its observation in HBr, but not in HCl and HI, are questioned
  • Completion of chemical reactions involving CH3-CH=CH2 with BH3 followed by H2O2 and OH- is required
  • Completion of the chemical reaction involving CH3-C≡C-CH3 with alkaline KMnO4 at 373-378K is requested

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