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17 Nov 2019
Interpret the major absorption bands in the infrared spectra of camphor, borneol, and isoborneol. Explain why the gem-dimethyl groups appear as separate peaks in the proton-NMR spectrum of isoborneol, although they almost overlap in borneol. A sample of isoborneol prepared by reduction of camphor was analyzed by infrared spectroscopy and showed a band at 1750 cm^-1. This result was unexpected. Why? The observed melting point of camphor is often low. Look up the molal freezing point-depression constant K for camphor, and calculate the expected depression of the melting point of a quantity of camphor that contains 0.5 molal impurity. The peak assignments are shown on the carbon-13 NMR spectrum of camphor. Using these assignments as a guide, assign as many peaks as possible in the carbon-13 spectra of borneol and isoborneol.
Interpret the major absorption bands in the infrared spectra of camphor, borneol, and isoborneol. Explain why the gem-dimethyl groups appear as separate peaks in the proton-NMR spectrum of isoborneol, although they almost overlap in borneol. A sample of isoborneol prepared by reduction of camphor was analyzed by infrared spectroscopy and showed a band at 1750 cm^-1. This result was unexpected. Why? The observed melting point of camphor is often low. Look up the molal freezing point-depression constant K for camphor, and calculate the expected depression of the melting point of a quantity of camphor that contains 0.5 molal impurity. The peak assignments are shown on the carbon-13 NMR spectrum of camphor. Using these assignments as a guide, assign as many peaks as possible in the carbon-13 spectra of borneol and isoborneol.
Trinidad TremblayLv2
16 Feb 2019