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The detailed (and as complete as possible) description of plausible or observable pathways leading from reactants to products of a chemical process. This tag should be applied to questions about these processes. It may be applied to hypothetical and/or proposed mechanisms.
2
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0
answers
193
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Product of the following reaction
Thia is the question and my approach.
I just want to confirm if it is the correct product. I have not gone for elimination as it will give anti-aromatic product.
0
votes
3
answers
2k
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SN1 or SN2 reaction?
Here, this is a 1° allylic halide. If it goes by SN1, the intermediate will be resonance stabilised.
Also, since it is 1° Halide, it can also go via SN2. Which one will be preferred?
-2
votes
1
answer
157
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Is ethanol acidic enough to lead to elimination?
The question is asking for the reason of obtaining an acidic solution. The only reason can be when ethanol follows a substitution reaction approach to substitute the bromine atom and form HBr as a s …
0
votes
1
answer
449
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Question regarding the mechanism of oxymercuration-demercuration of alkenes
Organic Chemistry by David R. Klein
The text in between says that the more substituted carbon bears a partial positive charge. Why not the other one? I am asking this considering inductive effect, …
2
votes
1
answer
1k
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Nucleophilic attack on cyclic intermediates in dibromination and oxymercuration reactions of...
Why does the nucleophile attack the most substituted carbon after the formation of a cyclic intermediate (three membered ring) in the cases of halogenation and oxymercuration of alkenes, as if there w …
3
votes
2
answers
1k
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Can the electrophile attack at the position of the NH2 group in nitration of aniline?
In the nitration of aniline, we observe the formation of a meta-substituted product (47%) almost as much as a para (52%).
However, can't the electrophile attack at the position where $\ce{-NH2}$ is a …
1
vote
1
answer
1k
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Claisen Condensation vs. Trans-Esterification
In the Claisen condensation, an alkoxide $\ce{RO-}$ acts as a base. However, in trans-esterification, an alkoxide $\ce{R'O-}$ attacks the carbonyl carbon of an ester as a nucleophile. Is this because …
3
votes
2
answers
936
views
Alkenes v/s Alkynes in two different reactions
Alkynes are less reactive towards electrophylic addition than alkenes. However, in case of catalytic hydrogenation, alkynes are said to be more reactive. Why? Also, if I want to add H+ as an electroph …
3
votes
1
answer
773
views
What is the mechanism for the reaction of an organic hydroperoxide with sulfuric acid?
The question asked to react the organic hydroperoxide substrate, $\ce{R-OOH}$, with dilute sulfuric acid, $\ce{H2SO4}$.
In the last step, I removed a proton, making it act like a catalyst, along wi …
8
votes
1
answer
6k
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Predict the product of reaction of quinone and hydrochloric acid
This is the question:
And this is my solution:
In the last step, I have tautomerised, and in the second last step, there is no double bond between carbon attached with Cl and OH (just some cutou …
1
vote
1
answer
2k
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Negative charged intermediate in acidic conditions - what's the problem?
Why positively charged intermediates are preferred over negative charged intermediates, when formed during a reaction taking place in acidic conditions?
For example:
Image source: Organic Chemistry …
0
votes
1
answer
135
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Electrophilic halogenation of 4-halo-3-(tert-butyl)phenols
Question
Correct answer
A,B,C
My thoughts
Correct answer should be A,B. The main role is of the steric hindrance between the halogen atom and the tert-butyl group. So why are we even considering the …
4
votes
1
answer
2k
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Which is the better leaving group in the following Cannizzaro reaction?
In the given mechanism, is it correct to prefer hydrogen as a better leaving group than the formyl group?
The negative charge on an sp2 hybridized carbon, with the carbonyl group attached to it, se …
2
votes
1
answer
2k
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Why cannot nitrosonium ion attack aniline in electrophylic aromatic substitution?
This is the nitrosonium ion, which is produced by the reaction of $\ce{NaNO2}$ and $\ce{HCl}$:
[Image source: Wikipedia]
And this is the reaction between aniline and nitrosonium:
[Image source: …
7
votes
4
answers
7k
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Racemic mixture or not?
Will the following reaction give a racemic mixture or not?
According to me, it should give. But my teacher disagrees, but I cannot understand the reasons he gave. Shouldn't there be equal approache …