Questions tagged [reaction-control]

Questions related to the chemical and physical influences that influence the rate and probability of chemical reactions. Not to be confused with [catalysis] or [reaction-mechanism].

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25
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1answer
27k views

Addition of hydrogen bromide to 1,3-butadiene: thermodynamic and kinetic control

The reaction of one equivalent of hydrogen bromide with 1,3-butadiene gives different products at under different conditions:1 The addition of hydrogen chloride also gives rise to similar products.2 ...
6
votes
1answer
20k views

Prove that a 10-Degree Temperature Increase Doubles the Rate Constant (k), when the Activation Energy is Approximately 50 kJ/mol

I read that increasing the temperature by $10~^\circ\mathrm C$ will double the rate constant ($k$), when the activation energy for the reaction is relatively close to $50~\mathrm{kJ/mol}$. However, ...
7
votes
4answers
21k views

Why should the temperature be maintained at 0–5 °C in a diazotisation?

I know that in a diazotisation reaction, the temperature should be carefully maintained within the range of 0–5 °C by use of an ice bath. Why is this so? How does the temperature affect the stability ...
7
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3answers
6k views

Why do we need sulfuric acid in creating alkyl bromide and not in creating alkyl iodide from alcohol and hydrogen halide?

i) $\ce{R-CH_2-OH + HBr ->[H_2SO_4] R-CH_2-Br + H_2O}$ ii) $\ce{R-CH_2-OH + HI -> R-CH_2-I + H_2O}$ What role does sulfuric acid play in the first reaction? Why are we not using it in the ...
11
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1answer
1k views

What makes a compound a dehydrating agent?

When a carboxylic acid with low molecular weight is heated with $\ce{P2O5}$ we get the corresponding anhydride. My book says that this reaction happens with dehydrating agents such as $\ce{P2O5}$. I ...
3
votes
1answer
1k views

SN1 vs SN2 in low concentration of nucleophile

Why is SN1 mechanism favoured by low concentration of nucleophilic reagent? It is a first order reaction so shouldn't the reagent be in excess? Also higher the concentration of reagent faster the ...
10
votes
1answer
4k views

Why does water favour nucleophilic substitution over elimination?

The two broad ways a halogen can leave a haloalkane are nucleophilic substitution and elimination reactions. I was told that elimination reactions (that form a double bond as a $H^+$ is also removed) ...
6
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0answers
597 views

Role of pH in azo C-coupling reaction, continued

In the question, "What is the role of pH in azo coupling reaction of diazonium with phenol and aniline?" asked by @DhrubaBanerjee and answered by @Klaus-DieterWarzecha, I find several ends untied. I ...
5
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0answers
106 views

Is there a way to force C-protonation of an enolate?

In another question, I mentioned that O-protonation of an enolate followed by tautomerization may lead to increased amounts of the thermodynamic product over the kinetic product (when those are ...
3
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2answers
1k views

Thermodynamic versus kinetic reactions

In a lecture, teacher said "Nucleophilicity is about 'kinetic', and basicity is about 'thermodynamic'" but I saw the picture below from another source. Here, both pathways start with an acid/base ...
26
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2answers
2k views

Why is −78 °C a magic temperature for organic reactions?

In many organic reactions that I have seen, running the reaction at $\mathrm{-78\ ^\circ C}$ seems to be quite a popular choice, but I've never seen any explanation for this. What makes this ...
12
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2answers
1k views

How does heptafluoropropane suppress fire?

How does heptafluoropropane suppress fire? It says here that it does so by "inhibiting the chain reaction." What does that mean specifically? Does $\ce{O2}$ attach itself to the heptafluoropropane?...
3
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2answers
683 views

Why does the Birch reaction not yield fully saturated products?

Why isn't benzene reduced all the way down to cyclohexane when performing a Birch reaction? (Why is it not reduced further?) Similarly for the reaction with sodium dissolved in liquid ammonia, why ...
2
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2answers
970 views

Mechanism of Halogenation of Alkene

In the above reaction, we use a non-polar compound (such as CCl$_4$) as a solvent. Then, why does the Br$_2$ polarise on attack by the alkene, even though a non-polar solvent does not encourage ...
1
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0answers
46 views

Limit the production of hydrogen in a small container

I have to produce hydrogen at a near-constant pressure inside of a really small container without using an automatic pressure release value. I would like the pressure to be relatively high, but the ...