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Question: A C-D (carbon鈥揹euterium) 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 tokm , 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 as a typical C-H absorption frequency.

(b) A chemist dissolves a sample in deuterochloroform (CDCl3) and then decides to take the IR spectrum and simply evaporates most of theCDCl3 . What functional group will appear to be present in this IR spectrum as a result of theCDCl3 impurity?

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Step by step solution

01

Wave number

The number of waves that are present in the unit distance is termed a wave number. The wave number and wavelength are related as:

wavenumber=1wavelength

02

Subpart (a)

The IR-absorption frequency is proportional to km,where k is the force constant and m is the mass of the lighter atom.

Given IR-absorption frequency for C-H bond is3000cm-1 .

The mass of D-atom is 2 amu.

The mass of H-atom is 1 amu.

The IR-absorption frequency for C-D bond can be calculated as shown:

C-HC-D=k1amu2amukC-HC-D=2C-D=C-H2C-D=3000cm-12

On simplification,

C-D=2121cm-1

Hence, the IR-absorption frequency of C-D bond is 2121cm-1.

03

Subpart (b)

The C-D bond stretching frequency around2100cm-1 matches with the stretching frequency of theCC . So, ifCDCl3 is present as an impurity, then it interrupts with the stretching frequencies of the CCif they are present in the given sample

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