Chemical and Physical Foundations

An organic nitrile is completely reduced to a primary amine. Which of the following changes would be observed in the infrared spectrum of the product relative to that of the reactant?

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Answer: A (The disappearance of the C≡N\mathrm{C\equiv N} stretching absorption near 2250 cm−12250\ \mathrm{cm}^{-1} and the appearance of N−H\mathrm{N-H} stretching absorptions near 3300 cm−13300\ \mathrm{cm}^{-1})

Reduction converts the nitrile group into a primary amine. Therefore, the characteristic C≡N\mathrm{C\equiv N} stretching absorption near 2250 cm−12250\ \mathrm{cm}^{-1} disappears, and N−H\mathrm{N-H} stretching absorptions near 3300 cm−13300\ \mathrm{cm}^{-1} appear.

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