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Use this tag for questions relating to organic molecules and their properties (structure of organic molecules, spectroscopic properties, reaction mechanisms, stereochemistry etc). DO NOT use this tag as the only tag in your question, as this tag by itself cannot appropriately classify your question. Always use this tag in addition to other more specific tags.

2 votes

Concise description of primary organic reaction types mechanisms

Here I'm in France so the link is in French sorry, but I turned my phone in english and this application is in english so if you have a phone which can have application from google there is this one w …
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7 votes

What is the role of NaHSO3 in syn diol formation from alkenes with OsO4?

After you add the $\ce{OsO_4}$ to make the reaction, you'll need to reduce the remaining $\ce{OsO_4}$ maintaining the $\ce{pH}$ of the solution constant. In addition: The hydrolysis of the osmat …
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2 votes
1 answer
209 views

Did my teacher specialist about sulfur compounds made an error in part of Ramberg-Bäcklund r...

I have a lot of troubles with what I circled in red with the big question mark near. I am not speaking about stereochemistry but about conservation of number of hydrogen atoms, and also there is actua …
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5 votes

Formaldehyde from Urea?

This is more a proposition than an answer but after a lot of search on the net, in publications and also with the help of @orthocresol, @Jan and @jerepierre, I propose a reaction that will work. Also …
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5 votes
2 answers
880 views

How this tricky Wagner-Meerwein rearrangement occurs?

In 1979, Karel Frantisek Wiesner performed a tremondous total synthesis in $59$ steps of the 13-desoxydelphonine. In one of those steps there is a very tricky Wagner-Meervien rearrangement. I tried to …
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4 votes
1 answer
466 views

How to perform a total synthesis on paper ? (Think before to make it in lab)

I studied organics chemistry during five years. All those years I just made reactions to made them, the only moments where I had to perform a synthesis on paper was during exams or exercises but all s …
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2 votes
1 answer
142 views

Deciphering stereochemical notation in electrocylization reaction

I not agree with this solution, for me the red bond formed must be a dotted line in the drawing, and the hydrogen atom musn't be represent with a dot. Am I right or not?
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0 votes

Competitive protonation between alkene and carbonyl

I am not saying it is a valuable answer because organic chemistry is not the field of chemistry in which I am the best. But doing what I did can help a bit as I said. If you try a mesomeric form wit …
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3 votes
Accepted

Oxidation of acetone using SeO2

Well I guess that is not a perfect solution but I think you will improve it easely if your are studying organic chemistry. I"ll try to make a beautiful picture with chemdraw when i'll have time. R …
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74 votes
3 answers
6k views

How do organic chemistry mechanisms become accepted?

Now I have been learning chemistry for five years. I remember when I started organic chemistry, it was fun to draw arrows between molecules to show, as if in a mathematical demonstration, how the reac …
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7 votes
1 answer
3k views

Stability of a carbocation, in part of camphor synthesis

Can someone explain to me why there is a rearrangement reaction of carbocation 1 to carbocation 2? To me the second carbocation appears to be less stable than the first because it is less substituted. …
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1 vote

Calculating the theoretical percent purity of a recrystallization

I can give you a hint, imagine you have a mixture containing one consitutant $A$ only in your solution with a solvant. Doing the balanced equations about the mass of $A$ in each phases you have : $$ …
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4 votes
1 answer
14k views

What is the mechanism for the reaction of acetyl chloride and aniline?

I want to devise the synthesis of 1,2-dinitrobenzene without producing a large amount of 1,3 or 1,4 products. In my synthesis I have a step in which I obtain aniline. I would like to know the mechan …
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