All Questions
Tagged with carbocation halides
8
questions
4
votes
2
answers
432
views
Rate of solvolysis of allyl and alkyl halides
Suppose I have 2 compounds, 3-chloropropene and 1-bromo-1-methylcyclohexane. Without knowing the values, how can we compare the rate of solvolysis?
My attempt: Resonance is quite dominant character ...
- 294
4
votes
3
answers
419
views
Stability of α-chlorocarbocations
I'm trying to compare the relative stability of two carbocations:
$$\ce{CH3-\overset{+}{C}H-Cl}\quad\text{vs}\quad\ce{CH3-\overset{+}{C}H2}$$
Does the $\ce{Cl}$ exert a +M effect to stabilise the ...
1
vote
1
answer
2k
views
Comparison of Resonance Energies of some Carbocations
We were given the following carbocations and asked to compare their resonance energies.
$\ce{L-CH2+}$, where $\ce{L}$ is:
$\ce{NH2}$
$\ce{OCH3}$
$\ce{Ph}$
$\ce{F}$
$\ce{Cl}$
$\ce{NO2}$
and the ...
- 1,132
8
votes
1
answer
2k
views
Treatment of allylic alcohol with thionyl chloride: why is the product rearranged?
I have read that $\mathrm{S_Ni}$ reactions involving the attack of $\ce{SOCl2}$ on alcohols proceed without the formation of discrete carbocations, and hence there is no rearrangement involved. But ...
0
votes
2
answers
412
views
Acid catalysed bond hydrolysis in 3-bromobut-1-ene
I came across this doubt while solving a problem. I can't understand to which path (1 or 2) I should give priority, as both sound equally good to me.
1
vote
1
answer
3k
views
Isn't the mechanism of aqueous sodium hydroxide and 1-bromobutane involves both heterolytic bond fission and attacking by a nucleophile?
What is involved in the mechanism of the reaction between aqueous sodium hydroxide and 1-bromobutane?
A. attack by a nucleophile on a carbon atom with a partial positive charge
B. heterolytic bond ...
- 99
4
votes
1
answer
791
views
Friedel-Crafts Alkylation and hybridization
Why must the alkyl halide be sp3 hybridized with respect to the carbon connected to the halogen for the alkylation to occur?
Why, for example, can't we use acetylide with a bromine substituted for ...
- 19k
8
votes
1
answer
9k
views
The role of halogens in electrophilic aromatic substitution
I'm trying to understand what halogens do in electrophilic aromatic substitution. Consider the following.
Bromobenzene is introduced to a carbocation. Bromobenzene will likely react, but at a slower ...
- 19k