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.
57
questions with no upvoted or accepted answers
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Why sulfur dissolved in ethylenediamine turns green?
Davis, R. E., & Nakshbendi, H. F. (1962). Sulfur in Amine Solvents. Journal of the American Chemical Society, 84(11), 2085–2090. doi:10.1021/ja00870a017
I've also done this experiment. But what ...
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Diazo Coupling reaction with para-substituted phenol?
Usually Diazo coupling occurs at para-position unless the para-position is occupied, in which case coupling occurs at ortho-position.
While solving questions I found in both the cases as shown, the ...
5
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105
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How to theoretically predict thermodynamic stability?
Let's say we have $\ce{CH3-NH2}$ undergoing Hoffman's exhaustive methylation with $\ce{CH3-Cl}$. In which case side reactions such as $\ce{CH3-NH2 + CH3-NH2 -> CH3NHCH3 + NH3}$ would also occur.
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Precise explanation of macrocyclic effect
In most of the books, the reason of macrocyclic effect is given that It occurs due to preorganised structure of macro-cyclic ligand.
But a proper explanation of these two particular examples isn't ...
4
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What is the average chain length of a glutaraldehyde crosslink between primary amines?
Imagine I'm performing a primary amine to primary amine (i.e. PA to PA) crosslinking reaction at $37~^{\circ}\mathrm{C}$ in phosphate-buffered saline (pH $\approx 7.4$) with glutaraldehyde drawn from ...
4
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1
answer
995
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Preparing an amine from an azide
Is there any mechanism available for reduction of alkyl azides to amines.
One of the reactions is conversion by $\ce{Na}$ in ethanol or by $\ce{LiAlH4}$.
But how do these proceed?
$\ce{LiAlH4}$ will ...
3
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41
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How to decide the correct numbering of aminocyclohexenol?
I'm self studying for a university admission exam. So I'm relying fully on online sources to study, but I often get confused because of differing methods. This is one such case:
According to this ...
3
votes
1
answer
56
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Iminium formation rate between formaldehyde and secondary amine
Given the significantly more favored hydrate of formaldehyde in the presence of water under neutral conditions, can we say that this is the slow step in iminium formation? Would removing water/working ...
3
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101
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Gabriel Phthalamide Synthesis of 1-Phenylethylamine
I had learnt that due to the nature of the Gabriel synthesis reaction being $S_{N}2$, the alkyl halide used must have a primary alkyl group. However, in an exam (JEE Main 2023), it was mentioned that ...
3
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Difference of reactivity between anilines and alkyl amines
Imine synthesis is somewhat common and straightforward, to achieve good yields a good practice is to remove the water formed from the condensation reaction by means of a desiccating agent or a Dean-...
3
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Compound's reactivity in Hoffman Bromamide Reaction
I already know that the presence of electron donating groups in the soon-to-be migrating group in the Hoffman Bromamide reaction makes the molecule more reactive, but I encountered a question which ...
3
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168
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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 ...
3
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Safety concerns (Cyanide): Dicyandiamide + Polyamine condensation reaction
I am attempting to synthesize a poly-amine polymer by condensation between dicyandiamide (also known as cyanoguanidine and dicyandiamine) and diethyltriamine. The polymer is a kind of dye fixative ...
3
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513
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Why is N,N,2,6-tetramethylaniline less basic than N,N,2-trimethylaniline?
According to me, N,N,2,6-tetramethylaniline should be more basic than N,N,2-trimethylaniline due to more steric inhibition to resonance, but the answer is given opposite. What is the reason for that?
3
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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 ...