Timeline for What is the reason for the exceptional stability of the cyclopropylmethyl carbocation?
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| Dec 3, 2021 at 16:01 | comment | added | Apurvium | Is cyclopropylmethyl carbocation is more stable than triphenylmethyl carbocation? | |
| Feb 18, 2018 at 16:24 | comment | added | permeakra | @GaurangTandon It is common in chemistry to have two or more models that are mathematically equivalent or very similar. Modern chemistry dangles between two such concepts: one of localized bonds, resonance and hybridization and one of molecular orbitals. When the first model works, both models are equivalent despite completely different inner workings. The first model is simpler to grasp, but struggles to offer a simple explanation in complicated cases. I offered explanation in terms of molecular orbitals, you professor offered explanation in terms of resonance. | |
| Feb 18, 2018 at 12:32 | comment | added | Gaurang Tandon | Hi, (+1) thanks for your detailed answer! I wish to seek some clarification. My prof taught that cyclopropyl methyl cation is stabilized by "banana bonds" (aka bent bonds) and "dancing resonance". He didn't detail these concepts in as much detail as you did yours, so I don't know their internal details. Though, you did not mention either of these two concepts in your answer. I wish to ask if these two concepts are related to anything you wrote? Or do they not affect the stability of cyclopropyl methyl cation at all? Thank you! | |
| Oct 6, 2017 at 13:54 | vote | accept | Shubham | ||
| Sep 24, 2016 at 10:42 | history | edited | orthocresol | CC BY-SA 3.0 |
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| Sep 24, 2016 at 7:44 | history | edited | orthocresol | CC BY-SA 3.0 |
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| Sep 24, 2016 at 6:29 | history | edited | orthocresol | CC BY-SA 3.0 |
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| Nov 5, 2014 at 3:24 | history | edited | permeakra | CC BY-SA 3.0 |
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| Nov 5, 2014 at 3:14 | history | edited | permeakra | CC BY-SA 3.0 |
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| Nov 4, 2014 at 23:37 | vote | accept | Shubham | ||
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| Nov 4, 2014 at 23:37 | comment | added | Shubham | Thank you for answering and a good explanation. You may want to add the reaction between Ethene and Methyl carbene to form Cyclopropane above. :) | |
| Nov 4, 2014 at 23:08 | history | edited | permeakra | CC BY-SA 3.0 |
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| Nov 4, 2014 at 23:01 | history | answered | permeakra | CC BY-SA 3.0 |