Chapter 13: Q 43. (page 523)
Question: How would each of the following pairs of compounds differ in their IR spectra?
Short Answer
Answer
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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Get started for freeQuestion:Propose four possible structures for a hydrocarbon with a molecular ion at m/z= 112.
Question:Benzonitrile (C6H5CN) is reduced to two different products depending on the reducing agent used. Treatment with lithium aluminum hydride followed by water forms K, which has a molecular ion in its mass spectrum at 107 and the following IR absorptions: 3373, 3290, 3062, 2920, and 1600 cm-1. Treatment with a milder reducing agent forms L, which has a molecular ion in its mass spectrum at 106 and the following IR absorptions: 3086, 2820, 2736, 1703, and 1600 cm-1. L shows fragments in its mass spectrum at m/z= 105 and 77. Propose structures for K and L and explain how you arrived at your conclusions.
Question: The low-resolution mass spectrum of an unknown analgesic X had a molecular ion of 151. Possible molecular formulas include , , and . High-resolution mass spectrometry gave an exact mass of 151.0640. What is the molecular formula of X?
Question:Propose a structure consistent with each set of data.
a. a compound that contains a benzene ring and has a molecular ion at m/z= 107
b. a hydrocarbon that contains only sp3 hybridized carbons and a molecular ion at m/z= 84
c. a compound that contains a carbonyl group and gives a molecular ion at m/z= 114
d. a compound that contains C, H, N, and O and has an exact mass for the molecular ion at
101.0841
Question:Suppose you have two bottles, labeled ketone A and ketone B. You know that one bottle contains and one contains but you do not know which ketone is in which bottle. Ketone A gives a fragment at m/z= 99 and ketone B givesa fragment at m/z= 113. What are the likely structures of ketones A and B from these fragmentation data?
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