All Questions
Tagged with carbocation hyperconjugation
11
questions
-2
votes
2
answers
62
views
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
1
vote
0
answers
311
views
Effect of beta branching and carbocation rearrangement on SN1 reaction rates
My book (NCERT class 12 Chemistry) asks
Predict the order of reactivity of the four isomeric bromobutanes in SN1 and SN2 reactions.
The answer given for SN1 is
1-bromobutane < 1-bromo-2-...
- 11
1
vote
1
answer
132
views
Carbocation formation and stability from bromo compounds
When heated,the following bromo-species all form carbocations via $\sigma$ bond cleavage. For each structure draw the corresponding carbocation and briefly describe how it is stabilised.
This is my ...
- 29
2
votes
1
answer
287
views
Choosing hyperconjugation when resonance doesn't give a reason for stability
Which of the following structures would be least stable?
I initially approached it like this:
As both are allylic carbocations, and that both are in fact resonating structures of the same molecule, ...
- 1,218
2
votes
0
answers
120
views
Hyperconjugation and inductive effect on carbocations [duplicate]
(I know there are many related questions, so please tell me which posts can solve my doubts before you close this question, thank you.)
$1$. $\ce{^+CH2F}$ is very unstable. This is because $\ce{F}$ ...
- 147
2
votes
1
answer
2k
views
Hyperconjugation in bridged carbon systems
While studying about hyperconjugation, I came across the following compound which posseses one α-hydrogen (with respect to the $\mathrm{sp^2}$ hybridised carbon atom with an empty $\mathrm{p}$-orbital)...
- 131
3
votes
0
answers
505
views
If alkyl-substituted alkenes are more stable, how does one explain their increased addition reactivity?
My understanding is that in alkyl-substituted alkenes there is hyperconjugation between $𝜎(\ce{C−X})$ and $𝜋^∗(\ce{C=C})$. I also have read that more alkyl-substituted alkenes are many folds more ...
- 271
4
votes
2
answers
1k
views
The delocalised nature of hyperconjugation
I have always thought I understood hyperconjugation well until recently, in my post on Regioselectivity of bromination of alkenes, I began to question my understanding of this concept. ...
- 10.7k
4
votes
1
answer
6k
views
Stabilisation of carbocations through hyperconjugation
Our teachers told us that greater the number of alpha H, greater is the stability of carbocation.
But consider this:
$\ce{CH3CH2+}$ and. $\ce{CH3CH2CH2+}$
The first one has 3 alpha H ...
- 49
16
votes
1
answer
2k
views
Why are tertiary carbocations so stable?
Today our lecturer provided this data to illustrate the relative stability of carbocations.
\begin{array}{|c|c|c|c|c|} \hline
\text{Substrate} & \ce{t-BuBr} & \ce{i-PrBr} & \ce{EtBr} &...
- 15.4k
3
votes
1
answer
1k
views
Stability of carbocation intermediates: secondary alkane versus primary allyl?
Say I have the following carbocations:
The first is secondary; the second is resonance stabilized, but primary. Which is more stable and why?
I've been looking around in my textbooks and haven't ...
- 131