Carbocation vs Carbanion Stability (Rules of Organic Chemistry #1)

The Most Important Principle you must Understand to get an A+ in Organic Chemistry
• The Most Important Pri...
Carbocation vs Carboanion Stability
• Carbocation vs Carbani...
Acid Strength vs Base Strength
• Acid Strength vs Base ...
Leaving Group Stability
• Leaving Group Stabilit...
Induction vs Resonance
• Induction vs Resonance...
Analyzing Nucleophile vs Electrophiles Strength
• How to Analyze Nucleop...
Melting Point, Freezing Point and Boiling Point Trends
• Melting Point vs Boili...
Introduction to Electron Orbital Hybridization (sp3, sp2, sp)
• Introduction to Electr...

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[@IMChessMD]

For the SP C2H vs the sp3 CH3, shouldn't we consider resonance? So for the first one, one possible resonance form is the other carbon (leftmost) having the positive charge instead. Would this not be more stable?

[@sciencesimplified3890]

Wow! You actually might be right that is a great point you bring up! My intention was to compare the electron orbital of sp vs sp3 which is hard to compare without confounders like resonance, but your point is absolutely legit as far as I can tell

[@IMChessMD]

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[@sirdapp]

Yeah I think ethane vs ethyne would be a better comparison since both can do hydride shifts to spread out the positive charge. I don't think you want to give any suggestion methyl cation is stable.