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Chapter 13: Q56P (page 612)

Rank the following compounds from highest wavenumber to lowest wavenumber for their C¬O absorption band:

Short Answer

Expert verified

The order followed as:

Step by step solution

01

Wavenumber of carbonyl

Wavenumber of carbonyl is defined as the stretching frequency of the bond and showing absorption in presence of the different functional groups in the IR region of absorption of the single body of carbonyl C-O is 1124-1087cm-1

02

Wavenumber order of given carbonyl

The order followed as:

The first carbonyl shows maximum wavenumber because the presence of the lone pairs on the oxygen show delocalization into two forms.

03

Wavenumber order of given carbonyl

The third compound shows minimum wavenumber because carbonyl has more single bond character due to the contribution from the other two resonance contributors as shown below:

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Most popular questions from this chapter

Give approximate wavenumbers for the major characteristic IR absorption bands that would be given by each of the following compounds:

Question: Assuming that the force constant is approximately the same for C-C, C-N, and C-O bonds, predict the relative positions of their stretching vibrations in an IR spectrum.

Question:How do you know that the absorption band at -1700cm-1in figure 13.23 is due to a C-O bond and not a C-N bond.

Question: A solution of ethanol has been contaminated with benzene—a technique employed to make ethanol unfit to drink. Benzene has a molar absorptivity of 230 M-1 cm-1 at 260 nm in ethanol, and ethanol shows no absorbance at 260 nm. How can the concentration of benzene in

the solution be determined?

In the following boxes, list the types of bonds and the approximate wavenumber at which each type of bond is expected to show an IR absorption:
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