Skip to main content

All Questions

2 votes
1 answer
1k views

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....
user avatar
2 votes
0 answers
615 views

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 ...
jureczeq's user avatar
3 votes
1 answer
3k views

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 ...
utkarsh bhatt's user avatar
7 votes
2 answers
584 views

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 ...
hBy2Py's user avatar
  • 17.4k
4 votes
1 answer
4k views

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{...
user avatar
13 votes
3 answers
361 views

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 ...
Hazinga's user avatar
  • 397
5 votes
1 answer
5k views

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 (...
Dan's user avatar
  • 63