All Questions
Tagged with carbocation organic-chemistry
201
questions
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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 ...
2
votes
0
answers
37
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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 ...
- 161
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58
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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?
Case-1
In these three examples the first two structures have a positive mesomeric effect and it is greater ...
-2
votes
2
answers
62
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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 ...
- 131
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82
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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 ...
- 105
1
vote
1
answer
281
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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-...
- 97
1
vote
1
answer
83
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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 ...
1
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0
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98
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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 ...
- 19
0
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1
answer
93
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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?
- 1
1
vote
1
answer
165
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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* ...
- 23
0
votes
1
answer
51
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What nucleophilic reaction takes place in case of bad leaving group as well as 1* alpha carbon?
If we add HI to a substrate Ph-C-C-OH what will be the major product and what reaction mechn. will be followed?
My attempt: as -OH is bad Leaving Group, we cannot just simply proceed with Sn2 and ...
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-2
votes
1
answer
275
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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 ...
2
votes
1
answer
163
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Confusion in carbocation rearrangement
In the above dehydration reaction (asked in a competitive examination) I have shown two paths, obviously only one of them is correct.
According to test correct answer is product formed through A but I ...
- 187
0
votes
1
answer
772
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Carbocation rearrangement with ring expansion
I was solving a particular question which landed me to a position where I have to decide whether the following ring expansion would take place or not by carbocation rearrangement:
If the expansion ...
- 119
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2
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639
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What is the hybridization of the carbon atom in cyclopropenyl carbocation?
The hybridization of the carbocation in the cyclopropenyl carbocation (which is aromatic) should be sp as it as the + and also is in a ring. But the carbocation has a sp2 hybridization, why?
For ...
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