Carbocations: Stability and Reactivity Quiz
48 Questions
1 Views

Choose a study mode

Play Quiz
Study Flashcards
Spaced Repetition
Chat to lesson

Podcast

Play an AI-generated podcast conversation about this lesson

Questions and Answers

What is the primary reason carbocations are highly reactive species?

  • They possess six valence electrons in their shell. (correct)
  • They are stabilized by resonance.
  • They have an empty s-orbital.
  • They have an octet configuration.
  • Which type of carbocation is characterized by having two alkyl groups attached to the positively charged carbon atom?

  • Secondary carbocation (correct)
  • Primary carbocation
  • Quaternary carbocation
  • Tertiary carbocation
  • Which carbocation is the least stable?

  • C6H5CH2+
  • CH3CH2+ (correct)
  • (CH3)3C+
  • (CH3)2CH+
  • What is the geometric structure of a carbocation?

    <p>Trigonal planar</p> Signup and view all the answers

    Which carbocation has the highest stability?

    <p>tert-Butyl cation</p> Signup and view all the answers

    What effect do electron withdrawing groups have on carbocation stability?

    <p>They decrease stability due to -I effect.</p> Signup and view all the answers

    Which of the following statements about resonance stabilization is true?

    <p>Carbocations with resonance structures have greater stability.</p> Signup and view all the answers

    In the reaction shown, what type of bond fission leads to the formation of a carbocation?

    <p>Heterolytic fission</p> Signup and view all the answers

    In the context of carbocations, which has the highest stability?

    <p>C6H5CH2+</p> Signup and view all the answers

    What is the correct increasing order of stability for the carbocations listed?

    <p>c &lt; d &lt; b &lt; a</p> Signup and view all the answers

    Which type of carbocation is the most stable due to hyperconjugation?

    <p>Tertiary carbocation</p> Signup and view all the answers

    What is the correct stability order of carbocations from most to least stable?

    <p>Tertiary &gt; Secondary &gt; Primary &gt; Methyl</p> Signup and view all the answers

    Why are benzyl cations more stable than allyl cations?

    <p>Benzyl cations have a greater number of resonance structures.</p> Signup and view all the answers

    How does the number of phenyl rings affect carbocation stability?

    <p>More phenyl rings lead to greater charge spreading.</p> Signup and view all the answers

    Which of the following carbocations has no resonance structures?

    <p>Propyl cation</p> Signup and view all the answers

    What is the primary product formed from the deamination of a primary aliphatic amine with nitrous acid?

    <p>Alkyl cation</p> Signup and view all the answers

    When ethylene undergoes protonation, what is the resulting species formed?

    <p>Ethyl cation</p> Signup and view all the answers

    What role does $AlCl_3$ play in the ionization of alkyl or acyl halides?

    <p>Lewis acid</p> Signup and view all the answers

    What is one mechanism through which a carbocation can rearrange?

    <p>Rearrangement to form a more stable carbocation</p> Signup and view all the answers

    Which characteristic behavior describes carbocations?

    <p>They exhibit disproportionate behavior.</p> Signup and view all the answers

    What is the primary factor that contributes to the stability of tertiary carbocations?

    <p>Inductive effect</p> Signup and view all the answers

    In terms of stability, which of the following carbocation types is the least stable?

    <p>Methyl</p> Signup and view all the answers

    What type of hybridization is present in a carbocation?

    <p>sp2</p> Signup and view all the answers

    Which statement about the hyperconjugative effect is most accurate?

    <p>It describes the delocalization of sigma electrons from C-H bonds.</p> Signup and view all the answers

    Which of the following sequences correctly represents the stability order of carbocations?

    <p>Tertiary &gt; Secondary &gt; Primary &gt; Methyl</p> Signup and view all the answers

    Which effect do electron donating groups have on the stability of benzyl carbanions?

    <p>They destabilize the substituted benzyl carbanion.</p> Signup and view all the answers

    What is the primary behavior of carbanions in chemical reactions?

    <p>Act as nucleophiles.</p> Signup and view all the answers

    Which of the following groups would most likely stabilize a benzyl carbanion when present at the o- and p-positions?

    <p>-NO2</p> Signup and view all the answers

    In which type of reaction do carbanions typically add to the carbonyl group?

    <p>Addition reaction.</p> Signup and view all the answers

    How do electron donating groups influence the stability of substituted benzyl carbanions compared to benzyl carbanion alone?

    <p>They destabilize it more than benzyl carbanion alone.</p> Signup and view all the answers

    What is the main reason for the instability of a carbanion despite having an octet of electrons?

    <p>The formal charge on the carbon atom.</p> Signup and view all the answers

    Which geometric shape is characteristic of an alkyl carbanion?

    <p>Tetrahedral or pyramidal.</p> Signup and view all the answers

    In which of the following processes is a carbanion directly formed?

    <p>Heterolytic fission.</p> Signup and view all the answers

    What type of reaction is involved in the formation of a carbanion from a carboxylic acid salt?

    <p>Decarboxylation.</p> Signup and view all the answers

    Which statement best describes the behavior of carbanions in reactions?

    <p>They act as nucleophiles because they carry a negative charge.</p> Signup and view all the answers

    Which statement about carbanion stability is correct?

    <p>Carbanion stability decreases with increasing +I effect.</p> Signup and view all the answers

    Which of the following hybridization types is the least stable for carbanions?

    <p>sp3</p> Signup and view all the answers

    Which factor contributes to the increased stability of carbanions?

    <p>Electron-attracting groups</p> Signup and view all the answers

    Which carbanion is the most stable due to resonance?

    <p>Benzyl carbanion</p> Signup and view all the answers

    Which of the following lists the stability order of carbanions correctly from least to most stable?

    <p>CH3 &lt; FCH2⁻ &lt; F2CH⁻ &lt; F3C⁻</p> Signup and view all the answers

    What is the hybridization of the carbon atom in a carbanion?

    <p>sp³</p> Signup and view all the answers

    Which of the following factors contributes to the stability of carbanions?

    <p>Inductive effect</p> Signup and view all the answers

    What structural characteristic is associated with the negative charge in a carbanion when using sp² hybridization?

    <p>Involvement in resonance</p> Signup and view all the answers

    Which carbanion is least stable based on the inductive effect ranking?

    <p>t-Butyl carbanion</p> Signup and view all the answers

    What type of compounds do nucleophiles typically add to in reactions involving carbanions?

    <p>α,β-unsaturated compounds</p> Signup and view all the answers

    In the structure of a carbanion, what is the approximate bond angle between the sp³ orbital pairs?

    <p>109.5°</p> Signup and view all the answers

    What is the main component contributing to the negative charge of a carbanion?

    <p>Complete p-orbital occupation</p> Signup and view all the answers

    Which of the following describes an example of carbanion stabilization?

    <p>Resonance effects</p> Signup and view all the answers

    Study Notes

    Carbocation Stability

    • Carbocation stability increases as the number of alkyl groups attached to the positively charged carbon atom increases
    • Tertiary carbocations are more stable than secondary, and secondary are more stable than primary, which are more stable than methyl
    • Resonance structures can stabilize the carbocation
    • Electron-donating groups increase stability, while electron-withdrawing groups decrease stability

    Studying That Suits You

    Use AI to generate personalized quizzes and flashcards to suit your learning preferences.

    Quiz Team

    Description

    Test your knowledge on carbocations in organic chemistry! This quiz covers topics such as the stability of different types of carbocations, factors affecting their reactivity, and resonance stabilization. Perfect for students studying advanced organic chemistry concepts.

    More Like This

    Organic Chemistry Flashcards
    47 questions

    Organic Chemistry Flashcards

    IllustriousHoneysuckle avatar
    IllustriousHoneysuckle
    Kinetic Study of SN1 Solvolysis
    5 questions

    Kinetic Study of SN1 Solvolysis

    BeneficialThermodynamics avatar
    BeneficialThermodynamics
    Carbocation Stability and SN1 Reactions
    10 questions
    Use Quizgecko on...
    Browser
    Browser