All Questions
Tagged with amines reaction-mechanism
52
questions
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Conflict: Sandmeyer reaction and Gattermann reaction
So it is known that benzene diazonium chloride when reaction with cuprous(I) chloride would produce a chlorobenzene which is called Sandmeyer reaction.
Now for the same salt, if we react it with ...
2
votes
1
answer
57
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Frequency to induce nitrogen inversion
I would like to know how to compute the frequency at which nitrogen inversion happens in ammonia gas at STP. The activation energy for such process is 24.2 kJ/mol, therefore I thought that it is ...
5
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1
answer
145
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Synthesizing octopine from arginine and 2-bromopropionic acid
I am a biologist, and organic chemistry lessons are a distant memory now. I am interested in synthesizing a small amount of octopine. Octopine is a natural molecule resulting from an enzyme-catalyzed ...
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Mechanism for the synthesis of benzimidazole
I have thought up a mechanism for the synthesis of benzimidazole from o-phenylenediamine and formic acid. I would like to know if it's correct. I have attached it below.
My rationale for the ...
2
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1
answer
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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....
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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 ...
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1
answer
239
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Reaction of primary amine with mixed acid anhydride
Is this reaction $\ce{S_N2}$ (because attack of nucleophile and removal of leaving group are not taking place in a single step)?
Which part of anhydride should form the substituted amide? If it is an ...
8
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350
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Hoffman broamide degradation but with alkoxide as base instead of NaOH
Ans.3
I thought it would be similar to Hoffman bromide reaction, and hence the answer (1) but turns out the answer is (3), suggesting the alkoxide attacks the formed amine. But, I couldn't find any ...
3
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2
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Why do we take two moles of amines in the reaction of amine with an acid chloride?
My textbook states that when reacting an acid chloride (for example, acetyl chloride) with an amine, we need to take two moles of amines because when the $
\ce{-NH-R}$ group displaces the $\ce{-Cl}$ ...
2
votes
1
answer
617
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Is there a way to convert aniline to phenol without diazotizing it?
I am a high school student and while reading about reactions on amines, I was trying to figure out a way to convert aniline $(\ce{C6H5NH2})$ to phenol $(\ce{C6H5OH})$ without diazotizing it with ...
2
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308
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How are diazonium salts prepared without self coupling
While preparing diazonium salts, what prevents the freshly formed diazonium salt from reacting with the still unreacted amines left in the solution and perform diazo coupling?
If this happened then ...
2
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1
answer
545
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Regioselectivity in coupling reactions of α-naphthol
I have seen in the following reaction of azo coupling where coupling takes place at position 4 of $\alpha$-naphthol.
Now the electron density accumulation is similar at both position $4$ as well as $...
3
votes
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153
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Alternate pathway of Gabriel synthesis to prepare secondary amine
Can modifying the Gabriel synthesis, which is generally restricted to synthesis of primary amines, be used to synthesise secondary amines?
I have attached my idea regarding the synthesis (the final ...
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0
answers
337
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Does aniline react with FeBr₃?
I have read that aniline does not undergo Friedel–Crafts reaction because it complexes with Lewis acid $\ce{AlCl3}.$ Will it also react with $\ce{FeBr3}$ during bromination (to receive a 3-bromo ...
4
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Mechanism for reaction of NOCl (Tilden reagent) with primary amines
According to The Pearson Guide To Organic Chemistry For The IIT JEE by Atul Singhal, the reaction between $\ce{NOCl}$ and $\ce{CH3CH2-NH2}$ is as follows:
$$\ce{CH3CH2-NH2 + NOCl -> CH3CH2Cl + N2 +...