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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
6 votes
0 answers
100 views

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 ...
seilgu's user avatar
  • 281
6 votes
0 answers
1k views

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 ...
Chloritone_360's user avatar
5 votes
0 answers
105 views

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. ...
xasthor's user avatar
  • 1,632
4 votes
0 answers
405 views

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 ...
Aditya Shrivastava's user avatar
4 votes
0 answers
310 views

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 ...
InsufficientlyModular's user avatar
4 votes
1 answer
995 views

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 ...
Karan Singh's user avatar
  • 3,805
3 votes
0 answers
41 views

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 ...
Flamma's user avatar
  • 94
3 votes
1 answer
56 views

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 ...
moreQthanA's user avatar
3 votes
0 answers
101 views

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 ...
Srish Dutta's user avatar
3 votes
0 answers
69 views

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-...
Mictlantecuhtli's user avatar
3 votes
0 answers
45 views

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 ...
Dhruv Kaushik's user avatar
3 votes
0 answers
168 views

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 ...
Bencyklan's user avatar
3 votes
0 answers
92 views

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 ...
Juan Perez's user avatar
3 votes
0 answers
513 views

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?
Dylan Rodrigues's user avatar
3 votes
0 answers
153 views

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 ...
Solid - NMR's user avatar

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