please answer these questions ONS 1. Interpret the major absorption bands in the
ID: 577594 • Letter: P
Question
please answer these questions
ONS 1. Interpret the major absorption bands in the infrared spectra of camphor, borneol, and isoborneol. 2. Explain why the gem-dimethyl groups appear as separate peaks in the proton-NMR spectrum of isoborneol, although they almost overlap in borneol. 3. A sample of isoborneol prepared by reduction of camphor was analyzed by infrared spectroscopy and showed a band at 1750 cm1. This result was unexpected. Why? 4. 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 melt- ing point of a quantity of camphor that contains 0.5 molal impurity. (Hint: Look in a general chemistry book under "freezing-point depression" or "colligative properties of solutions.") 5·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.Explanation / Answer
Q1.
The major IR spectrum absorptions for the next species:
A)Camphor:
very strong and narrow peak in 2900-3000 range C=O presence
very strong and narrow peak in 1600-1700 range
medium narrow peaks at 1000-1200 ranges --> Methyl and C-C in cycles
b) Borneol
similar as Camphor
very strong and narrow peak in 2900-3000 range --> C-O presence
no peaks in 1600-1700 range (no ketone presence)
medium narrow peaks at 1000-1200 ranges --> Methyl and C-C in cycles
c) Isoborneol
medium narrow peaks at 1000-1200 ranges --> Methyl and C-C in cycles
3300 : alcohol -OH peak
2950 : alkyl -CH peak
2800: -CH peak for the hydrogen bonded to carbon also bonded to -OH in the structure
2100 -2200 for bridged -CH
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