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There are only four constitutional isomers with molecular

Chapter 3, Problem 3.59

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QUESTION:

There are only four constitutional isomers with molecular formula \(\mathrm{C}_{4} \mathrm{H}_{9} \mathrm{NO}_{2}\) that contain a nitro group \(\left(-\mathrm{NO}_{2}\right)\). Three of these isomers have similar \(p K_{a}\) values, while the fourth isomer has a much higher \(p K_{a}\) value. Draw all four isomers and identify which one has the higher \(p K_{a}\). Explain your choice.

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QUESTION:

There are only four constitutional isomers with molecular formula \(\mathrm{C}_{4} \mathrm{H}_{9} \mathrm{NO}_{2}\) that contain a nitro group \(\left(-\mathrm{NO}_{2}\right)\). Three of these isomers have similar \(p K_{a}\) values, while the fourth isomer has a much higher \(p K_{a}\) value. Draw all four isomers and identify which one has the higher \(p K_{a}\). Explain your choice.

ANSWER:

Problem 3.59

There are only four constitutional isomers with molecular formula   that contain a nitro group . Three of these isomers have similar pka values, while the fourth isomer has a much higher pka value. Draw all four isomers and identify which one has the higher pka. Explain your choice.

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Below are the four isomers of  that contain a nitro group.

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