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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 votes
0 answers
193 views

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.
MrObjectOriented's user avatar
0 votes
3 answers
2k views

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?
MrObjectOriented's user avatar
-2 votes
1 answer
157 views

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 …
MrObjectOriented's user avatar
0 votes
1 answer
449 views

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, …
MrObjectOriented's user avatar
2 votes
1 answer
1k views

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 …
MrObjectOriented's user avatar
3 votes
2 answers
1k views

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 …
MrObjectOriented's user avatar
1 vote
1 answer
1k views

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 …
MrObjectOriented's user avatar
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 …
MrObjectOriented's user avatar
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 …
MrObjectOriented's user avatar
8 votes
1 answer
6k views

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 …
MrObjectOriented's user avatar
1 vote
1 answer
2k views

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 …
MrObjectOriented's user avatar
0 votes
1 answer
135 views

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 …
MrObjectOriented's user avatar
4 votes
1 answer
2k views

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 …
MrObjectOriented's user avatar
2 votes
1 answer
2k views

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: …
MrObjectOriented's user avatar
7 votes
4 answers
7k views

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 …
MrObjectOriented's user avatar

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