Questions tagged [electrophilic-substitution]
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18
questions
-3
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0answers
33 views
The mechanism of separating AlCl3 [closed]
For this question I have gotten to:
I know I am supposed to separate the $\ce{AlCl3}$ through aqueous work up, but I am not sure what the mechanism is. The resulting answer is the enol/keto form + $\...
5
votes
1answer
117 views
Electrophilic substitution of benzene with conc. HNO₃ and HNO₂
The following question was given in my FIITJEE study material:
$$\ce{Benzene + \text{conc.} HNO_3 + HNO_2 ->}$$ Final product of the reaction is:
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I started with the solution by deciding ...
2
votes
1answer
27 views
Effect of chloromethyl substituent vs methyl substituent on yields of nitration
The effects of $\ce {-CH3}$ and $\ce {-CCl3}$ substituents on the product distribution of an electrophilic aromatic substitution reaction are unambiguous. The $\ce {-CH3}$ group exhibits a clear ...
3
votes
1answer
79 views
Lactone acylation
Can anyone propose/draw a mechanism for Method A, below, from this paper? Almost all other literature use method B and reagents such as SOCl2.
1
vote
1answer
46 views
Can anyone please help me how do you determine kinetically the fastest product of sulphonation of $\beta$ napthol?
I was asked a question in a paper where I was asked to identify the kinetically fastest product of sulphonation of $\beta$ naphthol.
Can anyone please help me how do you determine kinetically the ...
5
votes
1answer
164 views
Why is formyl chloride unstable while higher acyl chlorides are stable?
Source: Paula Bruice Ed. 2017 Pg.877
From this excerpt, we infer that formyl chloride is unstable.
But how does that affect the reaction in any way? Is it just mentioned as a point to note or does it ...
1
vote
1answer
117 views
When does ipso attack occur in electrophilic aromatic substitution?
My textbook doesn't mention the conditions required for an ipso attack to occur. It just describes some examples where groups like $\ce{-C(CH3)}$ and $\ce{-SO3H}$ are replaced by $\ce{Br}$ using ...
-1
votes
1answer
293 views
Nitrobenzene - Aromatic Substitution Reactions
Which EAS (electrophilic aromatic substitution) reactions does nitrobenzene show?
We know that nitrobenzene is particularly deactivated towards most such reactions, as the nitro group is strongly ...
1
vote
0answers
37 views
Find the increasing order of formation of ortho product
Find the increasing order of ortho product formation when Y is (i) F, (ii) Cl, (iii) Br, (iv) I.
We know that halides are ortho, para directing for EAS reactions and we consider the electronic ...
0
votes
0answers
31 views
Distinguishing between a nucleophilic substitution and an electrophilic substitution
Why don't we consider all nucleophilic substitution reactions as electrophilic reactions and vice versa?
For example, look at this reaction I found in my textbook. (See picture)
This is an ...
2
votes
0answers
27 views
Isoptope effect on electrophilic aromatic substitution
My book reads
Sulphonation will be the most effected electrophilic aromatic substitution reaction when benzene is replaced by hexadeutrobenzene.
I am not able to figure out how. All EAS reactions ...
2
votes
0answers
168 views
Kinetic and thermodynamic control of sulphonation of toluene
Sulfonation of toluene with conc. $\ce{H2SO4}$ at room temperature gives ortho- and para-toluenesulphonic acid (with $95 \%$ yield), whereas sulfonation of toluene with conc. $\ce{H2SO4}$ at $\pu{150-...
1
vote
1answer
116 views
Reaction between phenylamine and halogens
I understand that phenylamine is considerably more reactive than benzene, meaning that it is able to react with bromine water to give 2,3,6-tribromophenylamine. But I was then wondering why I haven't ...
0
votes
0answers
43 views
Confusion about orienting effects in o-chlorotoluene
I'm confused about where the next substituent in the electrophilic substitution of o-chlorotoluene will land. My question comes on the background of having 3 different sources of information that say ...
0
votes
0answers
77 views
Attack of 3-methylbutan-1-ol on benzene in acidic medium
That's how I proceeded with the question. However the answer is tert-butylbenzene. I can't figure out why do I have an extra carbon atom.
SOURCE
- JEE Advanced 1994
0
votes
1answer
455 views
Which of the following compounds will form significant amounts of meta product during mono-nitration reaction? [closed]
Hi, I tried to answer this question based wholly on the concepts of inductive effects. But haven't gotten anywhere with it.
I would appreciate any help regarding these questions:
What condition ...
0
votes
2answers
204 views
Which is more activating among Phenol, Sodium Phenoxide & Anisole? Also arrange them in increasing order of their activating effect
This is in reference to Kolbe's Reaction, actually I think that Sodium Phenoxide is the most activating because, in Kolbe's Reaction we don't make react $\ce{CO2}$ directly with phenol for the ...
-1
votes
2answers
3k views
Effect of nitro group basicity order of o,m and p nitroanilines?
Would someone please help me with this? The order of basicity of o,m and p nitroanilines is m>o>p. My book states that ortho isomer has -I effect, -M effect as well as ortho effect, and meta isomer ...
