Questions tagged [nitriles]
For questions about nitriles and isonitriles and their organic derivatives such as organic cyanates. Not to be used for inorganic cyanides or related structures; for those, one of the tags ionic-compounds or coordination-compounds will be appropriate.
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Amidine synthesis from nitrile and dimethylamine using n-Buli as a base
I am making LiNMe2 using n-Buli (5.5 equiv.) and dimethylamine (5.0 equiv), -15 ºC, dry THF and under nitrogen atmosphere.
I have been doing the reaction and I can observe conversion of starting ...
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Acidity of Benzenepropanenitrile [closed]
Which is the more acidic hydrogen in the parent chain of this compound?
I am confused while considering the various electronic effects.
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Why are nitriles less basic than amides?
Like nitriles have a localised lone pair which amides do not have, as their lone pair is delocalised and still amides are more basic. Why?
I could not find any satisfactory explanation so please ...
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Why is S-alanine acetylated in the synthesis of S-cathinone?
I came across a method of synthesizing enantiomerically pure S-cathinone using S-alanine which is chlorinated to the corresponding acid chloride which is used in a Friedel-Crafts acylation of benzene. ...
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Reaction of Grignard reagent with hydrogen cyanide
Grignard acts as a base with compounds containing acidic hydrogen:
$$\ce{RMgX + R'-OH -> R-H + R'-O-Mg-X}$$
and it acts as a nucleophile with others with an electrophilic site:
$$\ce{RMgX + R'-CHO -...
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Chemical analysis of campholene nitrile
I have a problem. I am synthesizing an organic compound called campholene nitrile (2,2,3-trimethylcyclopent-3-en-1-ylacetonitrile).
I need to analyze it. But there's a problem. I do not work for a ...
user102173
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Can a Lindlar catalyst reduce aldehydes, nitriles, and carbonitriles?
The major product obtained in the following reaction is:
Question source: JEE Main 2019
The molecule shown as product is the official answer given by JEE from the given options.
I have written the ...
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How many equivalents of Grignard reagent does a nitrile group consume?
I was looking at reactions of grignard reagent with certain kinds of compounds and came across it's reaction with nitrile group:
What I was wondering is what if we don't react the Imine formed after (...
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Cyanide hydrolysis; could it yield an oxime?
The mechanisms for both acid and base catalyzed hydrolysis of nitriles are clear;
(With the subsequent deprotonation from the hydroxyl) and
(Source)
In both cases, the hydroxyl adds to the carbon ...
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Naming a nitrile in the middle of an aliphatic chain
What class of compounds does this belong to, if it exists; $$\ce{CH3-CH2-C\equiv N^{+}- CH3}$$
I honestly don't know if it exists; it popped up in my head while I was reading up on nitrile compounds, ...
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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 ...
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On the stabler tautomer in amide-imidic acid tautomerism
In the section on acid-catalysed hydrolysis of nitriles, this webpage has the following line of reasoning;
...the more stable amide tautomer predominates the (following) equilibrium.
(credit)
How ...
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Decarboxylation of 2‐cyano‐2‐cyclohexylideneacetic acid [closed]
2‐Cyano‐2‐cyclohexylideneacetic acid (1) is heated and $\ce{CO2}$ is lost:
[
Why is this not formed?
In other words, why do π-electrons move into the ring?
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I need to reduce the Nitrile group without affecting the boronic acid. How to do that?
I need to Reduce the Nitrile group (CN) in the (3-cyanophenyl)boronic acid in to a primary amine without disturbing the Boronic acid group.Using LAH can trigger reduction of Boronic group. what are my ...
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Why aren't nitriles very good electrophiles?
I was wondering why nitriles do not react as electrophiles like carbonyl unless they have to, given that the C-N triple bond is still pretty polarized. The LUMO will be higher in energy than a ...
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