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.
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Ortho-effect in substituted aromatic acids and bases
When comparing o,m,p-toluidine basicities, the ortho effect is believed to explain why o-toluidine is weaker. But when comparing o,m,p-toluic acid basicities, the ortho effect is stated as a reason ...
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Is the ammonium substituent (-NH3+) really meta-directing in electrophilic substitution?
If we make a resonance structure for the anilinium ion, with positive charge at either the ortho or the para position, we get a pentavalent nitrogen, which is not possible. So, how is the $\ce{-NH3+}$ ...
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Why does lemon juice reduce the "fish" odor of sea food — specifically fish?
In studying amines, I read that lemon juice is also used to wash fish because it reacts with the amines on and in the fish to convert the amines to its salt, just reducing the "fishy smell".
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Selective nitro reduction of poly nitro compounds
Is there any way through which I could selectively reduce one $\ce{NO2}$ group from a dinitro- or trinitro- compound to an amine.
I was reading Solomons and Frhyle and it says that m-dinitrobenzene ...
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How to rationalise the resonance structures and hybridisation of the nitrogen in a conjugated amine?
I was given the first structure, and then drew the other 5 resonance structures:
First of all, are they correct? ChemBioDraw had some complaints, but as far as I can see there's the same number of ...
user1160
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Does nitrogen inversion affect the basicity of amines?
If I were to compare the basic strength of 1-azabicyclo[2.2.1]heptane and triethylamine:
Can I say that 1-azabicyclo[2.2.1]heptane is more basic than triethylamine because the lone pair of electrons ...
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Why do Organolithium or Grignard reagents act as nucleophiles and not as bases with aldehydes and ketones
I've read entire Chapter 14: Organometallic Compounds of Francis Carey's "Organic Chemistry" but I still didn't get an answer to my question.
Quote from the book:
Because of their basicity ...
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Usage of ammine vs amine in nomenclature
In the nomenclature of complex salts we use ammine for NH3 instead of amine.
I thought this was to differentiate between ammine ligand and amine in organic ligand (like en).
However, Wikipedia ...
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By what reaction does (–)-sparteine decompose in ambient conditions?
In its pure form (–)-sparteine is an only-slightly-yellow clear, viscous liquid. Yet, after only a week of being kept in dry, normal atmosphere (in a round bottom flask covered by a septa), some of it ...
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Does aniline react with diazonium ions at C or N?
In the azo coupling of aniline with benzenediazonium cation, I thought of two possible products 1 and 2 that could be formed. However, I can't work out which will be preferred. What would be the major ...
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Can an amide nitrogen be a hydrogen bond acceptor?
Can $\ce{N}$ (i.e. main chain $\ce{NH}$s of recognised residues in a peptide or protein) be a hydrogen bond acceptor? It is a well known fact that the main chain $\ce{NH}$s can be a hydrogen bond ...
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Why can the lone pair not align with the phenyl moiety in 2,6-xylidine?
I am told that for 2,6-xylidine (2,6-dimethylaniline), the amino group cannot line up in such a way that its p-orbital is parallel with respect to the p-orbitals of the carbons in the ring.
I've ...
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What are the products of the reaction between methanamine and nitrous acid?
What are the products of the reaction between methanamine and nitrous acid?
I'm finding this particular reaction very problematic. Here's why:
My teacher tells me that methanamine, when treated with ...
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Is steric inhibition of resonance or steric inhibition of protonation dominant in o-toluidine?
I wish to know which effect out of steric inhibition of resonance (SIR) or steric inhibition of protonation (SIP) is dominant over the other when comparing basicities of o-toluidine and aniline:
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How do you create primary amines from alcohols?
By a primary amine I mean a compound where the hydroxyl group of the corresponding alcohol is replaced with an amine group.
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