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Questions tagged [halogenation]

For reactions involving the formation of a C-X bond.

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Di-alpha-halogenation of ketones in acidic medium

I was studying alpha-halogenation of ketones on LibreTexts Chemistry It also says (look at the highlighted text): Why can't we just reprotonate the monohalogen in the same way as the initial ketone ...
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Does acetophenone show haloform reaction?

Although acetophenone is a methyl ketone, as it is aromatic, it is immiscible in H2O so the last step in the haloform reaction should not occur? I couldn't find any source regarding the haloform ...
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Pyridinium Tribromide and Acetic acid

When brominating trans-stilbene with pyridinium tribromide, acetic acid is required. What purpose does acetic acid serve in the reaction? Shouldn't the tribromide be sufficient?
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What happens when HCl is added to acetylene in presence of mercuric ions?

Normal addition of Hydrochloric Acid to acetylene would give me a 1,1 Dichloro product. But I read that in presence of mercuric ions only one molecule of HCl is added to give Vinyl Chloride. Why does ...
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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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Mechanism with hypohalite in haloform reaction

The haloform reaction is usually done in a solution of NaOH and $\ce{I2}$ (or indeed, any halogen). Now the first part of the reaction mechanism in the wikipedia page and in the most organic books ...
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Finding major product when bromonium compound is acted upon by a nucleophile

The original question is:- The major product obtained in the following conversion is:- (Note that Me here means methyl group) The initial step would be the formation of a bromonium ...
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Which will be the major monochlorination product? [closed]

Which of these compounds represents the major monochlorination isomer formed in the following reaction? According to selectivity theory, the answer should be (c). However, the given answer is (...
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What is the rate-determining step in free radical halogenation?

Recently, we were learning about free radical halogenation in school. A set of notes given to us wrote that the rate-determining step is the propagation step. This seems to go against my understanding ...
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Why is free radical chlorination exothermic whereas bromination is endothermic?

In the energy profile diagrams below, it can be clearly seen that the free radical chlorination of an alkane $$\ce{RH + Cl2 -> RCl + HCl}$$ is exothermic. However, the corresponding bromination $...
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Does the Lewis acid have to match the halogen in electrophilic halogenation of benzene

$\ce{FeBr3}$ catalyzes bromination and $\ce{AlCl3}$ chlorination. I'd like to know whether bromination and chlorination can be done in sequence without changing the catalyst? So - will using the $\ce{...
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Products of radical bromination and mechanism

My organic chemistry final is next Tuesday, and I have worked through the practice final. The last question is the following: Give and name all the compounds resulting from the radical monobromination ...