Organic Chemistry
9th Edition
ISBN: 9781305080485
Author: John E. McMurry
Publisher: Cengage Learning
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Propose a structural formula for the cation at m/z 41 observed in the mass
spectrum of methylcyclopentane.
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- The mass spectra of two very stable cycloalkanes both show a molecular ion peak at m/z = 98 . One spectrum shows a base peak at m/z = 69, the other shows a base peak at m/z = 83. Identify the cycloalkane.arrow_forwardThe mass spectrum of 1-ethyl-1-methylcyclohexane shows many fragments, with two in very large abundance. One appears at m/z = 111 and the other appears at m/z = 97. Determine the identity and structure of each of these fragmentsarrow_forwardCarvone is an unsaturated ketone responsible for the odor of spearmint. If carvone has M+=150 in its mass spectrum and contains three double bonds and one ring, what is its molecular formula?arrow_forward
- Camphor, a saturated monoketone from the Asian camphor tree, is used among other things as a moth repellent and as a constituent of embalming fluid. If camphor has M+=152.1201 by high-resolution mass spectrometry, what is its molecular formula? How many rings does camphor have?arrow_forwardPropose structures for compounds that fit the following mass-spectral data: (a) A hydrocarbon with M+=132 (b) A hydrocarbon with M+=166 (c) A hydrocarbon with M+=84arrow_forwardShown below is th carbon NMR spectrum of a compound of the formula C7H14. The compound decolorizes a solution of bromine in dichloromethane. Assign a structure to this hydrocarbon. Correlation of spectrum with number of hydrogen atoms attached to each carbon=arrow_forward
- PQ-2. Which structure would show major fragments in its mass spectrum at 57 and 85 m/z? O O (A) H3C (C) H3C CH3 CH3 (B) H3C (D) H3C CH3 CH3 CH3arrow_forwardThe base peak at m/z 56 in the mass spectrum of methylcyclopentane corresponds to loss of ethylene to give a radical cation with the molecular formula C4H8+.. Propose a structural formula for this radical cation and show how it might be formedarrow_forwardHw.159.arrow_forward
- The mass spectrum of 1-propanol shows a large peak at m/z=31. Draw the structure of the fragment and explain why it is particularly stable.arrow_forwardAnalysis of a sweet-smelling, neutral compound of carbon, hydrogen and oxygen produced the following results: %C = 54.5; %H = 9.1. From its mass spectrum, the molecular ion had a mass/charge ratio of 88. Its infra-red spectrum showed a prominent peak at 1735 cm–1. Figure below shows the NMR spectrum of the compound. Suggest a structural Formula for this compound. A) 3-hydroxybutanal B) Methyl propionate C) Ethyl acetate D) 2-methylpropanoic acid E) Methoxyacetonearrow_forwardThe mass spectrum of the following compound shows fragments at m/z= 127, 113, and 85. Propose structures for the ions that give rise to thesepeaks.arrow_forward
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