Carbocations Stability: Compare 2 & 3 for Electron Induction

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SUMMARY

The discussion centers on the stability of carbocations, specifically comparing a tertiary carbocation (compound 3) to a secondary carbocation (compound 2). It is established that tertiary carbocations are more stable than secondary carbocations due to the electron-donating effect of carbon atoms. The participant initially misjudged the stability of compound 2, incorrectly asserting it was more stable than compound 3. The consensus confirms that the presence of three carbon atoms adjacent to the carbocation significantly enhances stability compared to having hydrogen atoms.

PREREQUISITES
  • Understanding of carbocation stability and classification (primary, secondary, tertiary)
  • Knowledge of inductive effects in organic chemistry
  • Familiarity with electron-donating and electron-withdrawing groups
  • Basic principles of molecular structure and bonding
NEXT STEPS
  • Study the mechanisms of carbocation formation and rearrangement
  • Learn about the effects of resonance on carbocation stability
  • Explore the role of hyperconjugation in stabilizing carbocations
  • Investigate the impact of different substituents on carbocation stability
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Chemistry students, organic chemists, and anyone interested in understanding the stability of carbocations and their implications in chemical reactions.

duchuy
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Homework Statement
Which carbocation is more stable
Relevant Equations
Inductive effect
Hi,
I have to determine which molecule ( 2 and 3) is more stable.
I tried to determine the stability using the inductive effect, but when I tried to that, I ended with molecule 2 being more stable than molecule 3 since:
x3 ch3 will push electrons towards c+
Whilst in the 2nd molecule the is a H, which have no inductive effect on C+ therefore it's more stable which is incorrect.
Please tell me where I misunderstood the problem thank you!
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Generally, tertiary carbocations are more stable than secondary carbocations. So you're definitely right that compound 2 being more stable is incorrect. Carbon is electron donating compared to hydrogen. So a carbocation placed next to three carbon atoms will be more stable than one placed next to two carbon atoms and one hydrogen with that reasoning.
 
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Mayhem said:
Generally, tertiary carbocations are more stable than secondary carbocations. So you're definitely right that compound 2 being more stable is incorrect. Carbon is electron donating compared to hydrogen. So a carbocation placed next to three carbon atoms will be more stable than one placed next to two carbon atoms and one hydrogen with that reasoning.
Thank you for your reply sir!
 

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