Questions tagged [nitro-compounds]

For questions about the synthesis, properties, and reactions of organic compounds containing the -NO2 group i.e. nitro-compounds.

22 questions with no upvoted or accepted answers
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Reaction of alkenes (localised π bond) with nitrating mixture

The nitrating mixture for the nitration of benzene contains many strong electrophiles (e.g $\ce{H2SO4}$, $\ce{NO2+}$). All of these could, presumably, add across the π bond in a molecule containing a ...
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485 views

Selectivity of Zinin Reduction

What is it, that makes the Zinin Reduction a selective reduction, and not a complete reduction, in the case of dinitrobenzenes? Also, is the reaction a selective one even when it is done for aliphatic ...
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43 views

Seeing a case where both + and - mesomeric effect is shown

I came up with that -N=O group shows both +M and -M and I understand that. In my textbook it was written that " -N=O group attached to benzene shows both + m and -m depending on the nature of other ...
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33 views

How far does the delocalisation (resonance) effects for substituents extend for a conjugated system?

Let's say we have a conjugated system like this one: Now, the delocalisation of the benzene electrons with the nitrate system means that the ortho, and para positions on the immediate benzene ring ...
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0answers
22 views

A question about nicotinamide adenine dinucleotide

In the structure of NAD+, why does the nitrogen of pyridine bind covalently to the the first carbon of glucose while the anion stabilizing the nicotine amide ion is the phosphate group? In other words,...
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35 views

Acidic strength of phenol derivatives

While comparing the strengths of o-nitrophenol and p-nitrophenol, p-nitrophenol is found to be more acidic. The reason I studied for this is $\ce{H}$-bonding in o-nitrophenol which makes the acid more ...
2
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0answers
70 views

Methylation of nitroalkanes with diazomethane

It is known that diazomethane can methylate various compounds with acidic hydrogens. Diazomethane is most well-known for the efficient synthesis of methyl esters from carboxylic acids. Clayden, ...
2
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0answers
923 views

Effect of H-bonding on o-nitrobenzoic acid

My argument here is regarding the acidity of o-nitrobenzoic acid being greater than p,m-nitrobenzoic acid. In o-nitrobenzoic acid, there is an intramolecular hydrogen bond which makes the bond ...
2
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0answers
65 views

Nitration of (E)-4-Phenyl-3-buten-2-one

What would happen if (E)-4-Phenyl-3-buten-2-one, shown above is nitrated, and is this compound more or less reactive than benzene? My Attempt: By drawing the resonance structures of the above ...
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216 views

Reduction of nitrobenzene in alkaline medium

My teacher listed out the following set of reactions under the aforementioned topic: He explained the formation of azoxybenzene as follows. Reduction of nitrobenzene produces 2 intermediates: ...
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1answer
129 views

Is it possible to create weaker version of guncotton by replacing cotton wool with wood chips or linen cloth?

If the cotton wool was replaced by wood chips or linen (flax) cloth, would the mixture of nitric and sulfuric acids still react with the cellulose in it to produce nitrocellulose? If it would, would ...
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48 views

Color change of nitroglycerin. Potential hazard?

I recently nitrated around (~7mL) of glycerol through a process I have performed many times before. The nitroglycerin has been stored for ~3 weeks, and I noticed a drastic change in color from clear ...
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30 views

Gaseous nitration of glycerin

Could nitric and nitrous oxides react with glycerin to produce nitroglycerin? What conditions would I need in order to make that work?
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609 views

Effect of nitrobenzene on solution UV/Vis spectra

I am wondering if there is a difference in the maximum absorbed wavelength of light if nitrobenzene is added to an acidic or basic solution. I've figured that resonance plays a part in some ...
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1answer
2k views

Why are nitro compounds with at least one alpha-H soluble in NaOH?

Are all the nitro-compounds having at least one alpha-$\ce{H}$ soluble in $\ce{NaOH}$? And what does solubility has to do with alpha-$\ce{H}$? I was reading about tautomerism today and got stuck on ...
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1answer
817 views

Can the electrophile attack at the position of the NH2 group in nitration of aniline?

In the nitration of aniline, we observe the formation of a meta-substituted product (47%) almost as much as a para (52%). However, can't the electrophile attack at the position where $\ce{-NH2}$ is ...
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1answer
41 views

Reaction of copper with nitric acid

$\ce{Cu}$ reacts with $\ce{HNO3}$ though $\ce{Cu}$ cannot replace $\ce{H}$ due to its less reactivity. Then, why does it react with $\ce{HNO3}$?
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58 views

What's the purpose of an ice bath when preparing a nitration mix from KNO3?

Most preparations for nitrocellulose from $\ce{(KNO3 + H2SO4)}$ mixture require the use of an ice bath during the process of dissolving $\ce{KNO3}$ into $\ce{H2SO4}$. Last time I did this I omitted ...
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39 views

The structure of exploding buckminsterfullerene-nitrous oxide compounds

Recently, looking into structures of buckminsterfullerenes, I have found several articles claiming that attaching 12, or “several” nitrous oxide molecules to the buckminsterfullerene will cause it to ...
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147 views

Why is the trimethylammonium group a stronger electron withdrawing group than the nitro group?

I was working on a question that basically boils down to deciding whether the nitro group ($\ce{-NO2}$) or the trimethylammonium group ($\ce{-N+(CH3)3}$) on a benzene ring, is a stronger electron ...
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706 views

Converting phenol to para-nitrophenol via nitrosophenol

Our class 12 text book says that if we treat phenol with mixture of concentrated $\ce HNO_3$ and $\ce H_2SO_4$, instead of nitration, the ring is oxidized to quinone. So, the book proposes that we ...
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2answers
106 views

How to experimentally determine the elemental composition in fingernails?

I am doing a project in my highschool about analysing C/N and C/S ratio of finger nails of various ages and sexes. Please suggest me a way to do this. I don't know where to start, I know the various ...