Chapter 13: Q 43. (page 523)
Question: How would each of the following pairs of compounds differ in their IR spectra?

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Chapter 13: Q 43. (page 523)
Question: How would each of the following pairs of compounds differ in their IR spectra?

Answer
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Question: Morphine, heroin, and oxycodone are three addicting analgesic narcotics. How could IR spectroscopy be used to distinguish these three compounds from each other?

Question: The mass spectrum of 2,3-dimethylpentane also shows peaks at m/z = 57 and 43. Propose possible structures for the ions that give rise to these peaks.
Question: Treatment of anisole with and forms P, which has peaks in its mass spectrum at m/z = 142 (M), 144 (M + 2), 129, and 127. P has absorptions in its IR spectrum at 3096–2837 (several peaks), 1582, and 1494 cm–1. Propose possible structures for P.
Question: Explain why a carbonyl absorption shifts to lower frequency in an α,β-unsaturated carbonyl compound—a compound having a carbonyl group bonded directly to a carbon–carbon double bond. For example, the carbonyl absorption occurs at 1720 cm-1 for cyclohexanone, and at 1685 for cyclohex-2-enone.

Question:What is the molecular formula for a-himachalene, a hydrocarbon obtained from cedarwood, which has four degrees of unsaturation and a molecular ion in its mass spectrum at m/z= 204?
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