Questions tagged [amines]
For questions about amines - organic compounds with a basic nitrogen with a lone pair, also occasionally referred to as derivatives of ammonia. Not to be confused with amides, for which the tag [carbonyl-compounds] is to be used.
321
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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
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Why isn't the aniline hydrolysed in Sanger's protein sequencing method?
Recently I was reading about identifying N-terminal amino acid residues using Sanger's reagent (1-fluoro-2,4-dinitrobenzene). The following image showing the reaction is taken fro Wikimedia Commons:
...
2
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Ritalin/Concerta/Methylphenidate is an amphetamine?
FIDE (the governing body of international chess competition) says here:
The most relevant banned substances for chess are:
• Amphetamines – e.g. Adderall, Ritalin
(...)
Image:
I think either ...
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1
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Order of basicity for arylamines and ammonia in gas phase
In aqueous solution, the basicity order is: $\ce{NH3 > Ph-NH2 > Ph-NH-Ph > (Ph)3N}$
What will be the order in gas phase?
Following are some considerations:
1- In $\ce{NH3}$, $\ce{N}$ is $\ce{...
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1
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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 ...
4
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1
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Which amines show N−N coupling reaction?
We add 1 equivalent of $\ce{KCN}$ followed by catalytic reduction via Lindlar's reagent $(\ce{H2}/\ce{Pt})$ to 4-chlorobenzyl chloride (1).
Verify whether the product (P) obtained will undergo an N−N ...
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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 ...
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1
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Why doesn't hydrolysis of isocyanides take place in basic medium?
Acidic hydrolysis of alkyl isocyanide gives rise to primary amines and formic acid. But alkyl isocyanides do not undergo hydrolysis in basic medium. Why?
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Can a Lindlar catalyst reduce aldehydes, nitriles, and carbonitriles?
The major product obtained in the following reaction is:
Question source: JEE Main 2019
The molecule shown as product is the official answer given by JEE from the given options.
I have written the ...
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2
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Should I do solvent extraction for Buchwald–Hartwig amination?
I am conducting a synthesis involving Buchwald–Hartwig amination. Catalyst is $\ce{Pd2(dba)3},$ ligand is $\ce{P(o-tol)3},$ base is $\ce{Et3N},$ and solvent is toluene. Image below is the proposed ...
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Protein drug conjugate exercise
I am supposed to draw the structure of a derivative of the following structure which could be used to make a protein drug conjugate. And then I should draw the reaction for the protein modification.
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Formation of Aniline from Chlorobenzene
My textbook says:
When chlorobenzene is treated with aqueous ammonia at 473K under a pressure of 60 atmospheres in presence of cuprous oxide or cuprous chloride, aniline is formed.
Notice the ...
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Does ammonolysis of primary and secondary alkyl halides proceed through SN2 mechanism?
We know that the first the ammonia acting as nucleophile attack the alkyl halide forming the substituted ammonium salt, but my question is why cannot it proceed through a typical $S_\text N2$ type, ...
3
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Is sulphonamide group prone to undergo diazotization?
I wonder if it is not a problem that there is another $\ce{-NH2}$ group in the molecule not connected to aromatic ring and if it can get protonated and react with $\ce{HNO2}$ too, in this case the one ...