All Questions
Tagged with synthesis reaction-mechanism
128
questions
9
votes
3
answers
551
views
Synthesis of racemic nicotine
In my advanced organic chemistry course, we were asked to fill the following scheme for the synthesis of racemic nicotine, starting with ethyl nicotinate:
Exercise 6: Complete the following scheme ...
4
votes
1
answer
107
views
Compatibility of DCM/CCl3 with sodium hydride
In our undergraduate studies we were told that chlorinated solvents should not get in contact with alkaline elements like sodium, potassium etc., due to the violent reaction that will form the ...
3
votes
0
answers
50
views
What is the difference in reactivity between the various borates (trimethyl, triethyl, triisopropyl borate) to form boronic acids?
For the transformation of 1,3-dibromobenzene to bromobenzene boronic acid, different groups use different boration reagents namely trimethylborate, triethyborate and triisopropylborate).
The reaction ...
2
votes
2
answers
257
views
Should I remove inhibitor from methyl acrylate?
I need to run multiple aza-Michael additions of methyl acrylate with various amines (dimethylamine, benzylamine, phenylethylamine, aniline, etc.) in order to get the bis-ester. I was wondering if the ...
0
votes
0
answers
72
views
Find the missing chemical structures in the reaction sequence
I came across the following question, where a set of reagents are used, starting from a carbohydrate derivative.
I understand that this is some total synthesis reaction, but I cannot find which one.
...
5
votes
1
answer
267
views
Selective formation of enolates
I saw the following reaction on Modern methods of Organic Synthesis by Carruthers. The reaction is about the selective alkylation of trimethylsilyl enolates, and is shown below.
However, I have some ...
2
votes
2
answers
329
views
Are these reactions in synthesis of melamine correct?
I found the Wikipedia article for melamine to be incorrect in "synthesis and reaction" section; so I decided to edit it. But on the other hand I'm not sure my assumption to be correct that ...
0
votes
1
answer
285
views
What are the reactions between Zinc acetate dihydrate and Methoxyethanol? [closed]
I am synthesizing a sol-gel solution with Zinc acetate dihydrate + Methoxyethanol and ethanolamine as stabilizer, and I wonder what are the reactions that are taking place in the process. Could you ...
1
vote
1
answer
97
views
Why is the sp3-sp3 reductive elimination between the R1 and norbornene in the Catellani Cycle ''not favorable''?
I have recently started reading a book about C-H activation and I cannot figure out why in the Catellani reaction cycle the R1-norbornene reductive elimination side reaction which can be a major issue ...
-2
votes
1
answer
431
views
What does it mean stir at room temperature overnight? [closed]
It was mentioned in synthetic procedure to "stir at room temperature overnight".
What does this mean? (I want the exact duration for how long should I keep stirring.)
How is it possible to ...
1
vote
1
answer
423
views
Reduction of unsymmetrical ketones using BINAL-H (Enantioselectivity)
I am struggling with a problem regarding the enantioselectivity of BINAL-H for quite some time now.
The reaction scheme shows the reaction with (S)-BINAL-H as it is observed plus the transition state ...
3
votes
0
answers
42
views
Does the halogenation of an alkane also produce haloalkanes of a longer chain length?
Take a typical halogenation of an alkane reaction (the bromination of methane).
$$\ce{Br_2->Br· + Br· (in the presence of UV light)} $$
$$\ce{Br· + CH4->·CH3 + HBr} $$
One of the possible ...
0
votes
0
answers
39
views
Preparation of m-nitroaniline from m-dinitrobenzene [duplicate]
Consulting various Organic Chemistry resources, I have found two reactions for the purpose stated in the subject:
First reaction:
Second reaction:
But, I cannot find the reaction mechanism by which ...
6
votes
1
answer
224
views
Does the Oxy or Alkoxy Claisen Rearrangement Exist?
@Waylander's cogent Comment to the query of @Random Guy inspired me to post a problem in synthesis to test a question I have pondered for some time. The activation energy (AE) for the Cope ...
5
votes
2
answers
364
views
How can we synthesize this cycloester, starting with methyl 4-phenylbutanoate?
I was wondering how to realize following synthesis:
I am struggling with this one; for sure, this has something to do with the benzyl position which is particularly reactive, and something ...