A CD (carbondeuterium) bond is electronically much like a CH bond, and it has a similar

Chapter 12, Problem 12-21

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A C-D (carbon–deuterium) bond is electronically much like a C-H bond, and it has a similar stiffness, measured by the spring constant, k. The deuterium atom has twice the mass (m) of a hydrogen atom, however.

(a) The infrared absorption frequency is approximately proportional to \(\sqrt{k/m}\), when one of the bonded atoms is much heavier than the other, and m is the lighter of the two atoms (H or D in this case). Use this relationship to calculate the IR absorption frequency of a typical C-D bond. Use \(3000\ cm^{-1}\) as a typical C-H absorption frequency.

(b) A chemist dissolves a sample in deuterochloroform (\(CDCl_3\)) and then decides to take the IR spectrum and simply evaporates most of the \(CDCl_3\). What functional group will appear to be present in this IR spectrum as a result of the \(CDCl_3\) impurity?

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