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Questions tagged [electrophilic-substitution]

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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 ...
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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 ...
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Friedel–Crafts acylations for anhydride: which carbonyl is attacked first?

Which carbonyl will attach to the phenol first by electrophilic aromatic substitution? I feel it must attack that carbonyl which has most electron donating groups attached to it, because the oxygen ...
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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-...
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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 ...
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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 ...
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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
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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 ...
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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 ...
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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 ...
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Electrophillic Iodination

I read that the Iodination of C6H6 (in presence of FeCl3) has a higher rate constant than C6D6 (in presence of FeCl3) in a book. It has mentioned without much explanation by simply stating that its ...