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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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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Why do nitrile gloves turn yellow from sweaty hands?

When I take off my nitrile gloves after some hours in the lab, the inside of them has turned yellow. This happens especially in the regions around joints. I suspect this is due to a reaction between ...
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How could I deduce what this organic compound would be?

For compound D (shown in the figure attached above), how can I deduce its structure? I understand $\ce{CO2}$ has been produced and thus the compound will no longer have the $\ce{-COOH}$ group ...
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What is a reasonable mechanism for the following reaction?

Hello all! I'm stuck on this one question and am not sure how to finish the mechanism. What I did was attack the alkyne first with the N farthest to the left. I'm not sure what do to after that though....