(a) Explain why the SH stretching absorption in the IR spectrum of a thiol is less intense...

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(a) Explain why the S—H stretching absorption in the IR spectrum of a thiol is less intense and occurs at lower frequency (2550 cm–1) than the O—H stretching absorption of an alcohol.

(b) Is the wavenumber difference between O—H and S—H absorptions caused primarily by the greater mass of sulfur or by the relative strengths of the two bonds? Explain how you know.

(c) Two unlabeled bottles, A and B, contain liquids. Laboratory notes suggest that one compound is (HSCH2CH2)2O and the other is (HOCH2CH2)2S.

The IR spectra of the two compounds are given in Fig. P12.33. Identify A and B and explain your choice.100 percent transmittance 80 60 40 20 0 2.6 2.8 3 wavelength, micrometers 3.5 4 4.5 5 5.5 6 7 8 9 10 3800

Figure P12.33 100 percent transmittance 80 60 0 2.6 2.8 3 3.5 4 4.5 wavelength, micrometers 5 5.5 6 7 8 9 10

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Organic Chemistry

ISBN: 9781936221349

6th Edition

Authors: Marc Loudon, Jim Parise

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