Questions tagged [carbocation]
Carbocations are species bearing a positive charge on carbon. They are intermediates generally formed during organic reactions, which can be stabilised by various electronic effects. Less stable carbocations are capable of undergoing rearrangements to form more stable carbocations in the course of a reaction.
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Stereochemistry of Rearrangements of carbocations [closed]
Suppose in a carbocation ,rearrangement of methyl has to to place to a chiral carbon, forming a stabler cation in the process.But what will be the stereochemistry of the rxn? Will the chiral carbon on ...
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Why is an Octet Complete Cation more stable than a Resonance Stabilized Cation?
Our instructor taught us about different types of cations: classical, non-classical, resonance stabilized (R.S.C.) and octet complete cation (O.C.C.), and how O.C.C is more stable than a R.S.C.
I did ...
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What is the rate of hydration in the following compounds
I came across a question :
What is the order of rate of hydration in the following compounds:
My attempt to this question was checking the stability of carbocation. As III has a possibility of 3* ...
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Relation between formation of carbocation and availability of nucleophile
Many sources suggest that in SN1 reactions the leaving group first exits the molecule, and the resulting carbocation is subsequently attacked by the nucleophile, suggesting that there is no relation ...
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what role does mesomeric effect and inductive effect play in stability of carbocations in presence of halogens
what should be the ideal explanation behind the order of stability of these three compounds?
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In these three examples the first two structures have a positive mesomeric effect and it is greater ...
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Stability of phenylic carbocations [closed]
Problem:
Structure (1) is more stable than structure (2).
My teacher stated that Structure (1) is more stable than Structure (2). I find this confusing. How can Structure (1) be more stable when ...
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How many times does substitution happen here?
(This question is from a dubious source)
The reaction taking place here is Friedel-Crafts acylation of benzene with 1-chloro 2,2-dimethyl propanone (pivaloyl chloride?). To me, the options seem most ...
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Can a carbocation ever be more stable than a neutral molecule?
The question is about finding the most stable molecule or species. Now my thought process was that cyclopropenylidene(1) was a carbene so would be unstable even though it is aromatic. Cyclopenta-1,3-...
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Which ring expansion in cyclobutyl(cyclopropyl)methanol is favourable?
Predict major product:
In this question first I've protonated the OH group and then water is removed to form a carbocation. Now I have to expand the ring, but I'm confused which ring to choose: 3-...
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Rearrangment during dehydration of 2,2,5-trimethylcyclopentanol
Here I thought doing the following mechanisms
I thought the product option through the first pathway (left) would be the major product because the intermediate cation is more stabilised due to more ...
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How ring expansion is possible here?
Recently I have came across this question.
I went with the 3rd option as ring expansion cannot occur due to the formed stable 3 degree carbocation. But the answer key claims 4th option. How can ...
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Stability comparison between tropylium, cyclopropylmethylium and dicyclopropylmethylium cations
Write the correct stability order of the following compounds:
I don't have any concern with estimating stability of (1), only (2), (3) and (4). Our teacher said that unless the carbocation has three ...
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Why do vinylic carbocations have an empty sp2 orbital instead of an empty p orbital?
Assume a tetrahedral carbon with a leaving group reacts via the SN1 mechanism. This carbon is initially sp3 hybridized, and after the departure of the leaving group, the resulting tertiary carbocation ...
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Is the phenyl cation or ethynylium more stable?
I recently gave an exam and I received an interesting question to which I believe the answer is wrong.
Given two compounds, a benzene molecule with carbocation at one of its constituting carbon atoms ...
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What is the effect of an electronegative atom being close to (but not directly bonded to) a carbocation?
Does oxygen in 1-methoxy-2-methylpropan-2-ylium affects the tertiary carbocation? Is it destabilized due to its electronegativity?
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