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Tagged with amines heterocyclic-compounds
7
questions
2
votes
1
answer
1k
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Complete mechanism of benzotriazole synthesis from o-phenylenediamine
Does my suggested mechanism for benzotriazole synthesis look correct? Are the arrows for the cyclization in the right place?
Chemdoodle (which I drew this with) makes the curly arrows look a bit weird....
2
votes
0
answers
615
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Reaction of diamines with carboxylic acids to form imidazole
I've recently came across this reaction and my guess is that firstly an amide forms that later reacts with the second amine group. Is this a general reaction? Does it matter if the compounds used are ...
3
votes
1
answer
3k
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Comparing basic strength order of amines
In the above question I was asked to compare the basic strength order.
So I did it like this:
The Nitrogen in I and II will not participate in resonance so the only effect it could produce is ...
7
votes
2
answers
584
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What are the IUPAC names for singly- and doubly-protonated piperazine?
If ammonia, $\ce{NH3}$, is protonated, it becomes ammonium: $\ce{NH4+}$.
If piperidine is protonated, it becomes piperidinium:
If piperazine is protonated once, what does it become? By analogy, I ...
4
votes
1
answer
4k
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pKa of imidazoles
I was looking for the $\mathrm{p}K_\mathrm{a}$ of imidazole and found this $\mathrm{p}K_\mathrm{a}$ table [1]:
\begin{array}{ll}
\text{Compound} &\mathrm{p}K_\mathrm{a} \\
\hline
\text{...
13
votes
3
answers
361
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Mechanism for Amino-Imidazole Ring Fission
A reaction I've tried several times in the past is the hydrogenation of nitroimidazole derivative shown below. The amino product is extremely unstable and rapidly decomposes.
This instability is ...
5
votes
1
answer
5k
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Is diazotization of o-phenylenediamine to benzotriazole reversible?
Is the synthesis of benzotriazole from o-phenylenediamine with acetic acid and sodium nitrite a reversible process? Not even specifically to o-phenylenediamine but any derivative.
Phenylenediamines (...