As I understand it, in diluted H2SO4 there should be no hydrogen in the sulfonic groups. And also how would it proceed if we deal with sodium benzene sulfonate?
As I understand it, in diluted H2SO4 there should be no hydrogen in the sulfonic groups. And also how would it proceed if we deal with sodium benzene sulfonate?
Here you have an naphthalen system with some more substituents, in some circumstance as here shown this reaction takes place in concentrated sulfuric acid.
Fine. Let's assume that this is naphthalene sulfonic acid in diluted sulfuric acid and sodium salt of this acid (just have not got a reference at hand, but in some textbooks they give example of desulfonation using bezene sulfonic acid; it does not matter much).
The acid is deprotonated (or there is an anion in solution in case of salt). What is the mechanism of desulfonation?
Here you have an naphthalen system with some more substituents, in some circumstance as here shown this reaction takes place in concentrated sulfuric acid.
Fine. Let's assume that this is naphthalene sulfonic acid in diluted sulfuric acid and sodium salt of this acid (just have not got a reference at hand, but in some textbooks they give example of desulfonation using bezene sulfonic acid; it does not matter much).
The acid is deprotonated (or there is an anion in solution in case of salt). What is the mechanism of desulfonation?
Here you have an naphthalen system with some more substituents, in some circumstance as here shown this reaction takes place in concentrated sulfuric acid.
In Benzene sulfonic acid not much will happen.
see synthesis of it : http://en.wikipedia.org/wiki/Benzenesulfonic_acid
Here you have an naphthalen system with some more substituents, in some circumstance as here shown this reaction takes place in concentrated sulfuric acid.
In Benzene sulfonic acid not much will happen.
see synthesis of it : http://en.wikipedia.org/wiki/Benzenesulfonic_acid
At high T sulfonation is reversible
Bruckner, Reinhard - Organic Mechanisms Reactions Stereochemist
As I understand it, in diluted H2SO4 there should be no hydrogen in the sulfonic groups. And also how would it proceed if we deal with sodium benzene sulfonate?
At high T sulfonation is reversible
Bruckner, Reinhard - Organic Mechanisms Reactions Stereochemist
As I understand it, in diluted H2SO4 there should be no hydrogen in the sulfonic groups. And also how would it proceed if we deal with sodium benzene sulfonate?
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Benzene sulfonic acid is very stable in water, also the second reaction wouldn't take place.
Benzene sulfonic acid is very stable in water, also the second reaction wouldn't take place.
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Fine. Let's assume that this is naphthalene sulfonic acid in diluted sulfuric acid and sodium salt of this acid (just have not got a reference at hand, but in some textbooks they give example of desulfonation using bezene sulfonic acid; it does not matter much).
The acid is deprotonated (or there is an anion in solution in case of salt). What is the mechanism of desulfonation?
Fine. Let's assume that this is naphthalene sulfonic acid in diluted sulfuric acid and sodium salt of this acid (just have not got a reference at hand, but in some textbooks they give example of desulfonation using bezene sulfonic acid; it does not matter much).
The acid is deprotonated (or there is an anion in solution in case of salt). What is the mechanism of desulfonation?
More
VOTE
In Benzene sulfonic acid not much will happen.
see synthesis of it : http://en.wikipedia.org/wiki/Benzenesulfonic_acid
In Benzene sulfonic acid not much will happen.
see synthesis of it : http://en.wikipedia.org/wiki/Benzenesulfonic_acid
More
VOTE