Ethers are not easily differentiated by their infrared spectra, but they tend to form predictable fragments in the mass spectrum. The following compounds give similar butdistinctive mass spectra.O Obutyl propyl ether butyl isopropyl etherBoth compounds give prominent peaks at m>z 116, 73, 57, and 43. But one compoundgives a distinctive strong peak at 87, and the other compound gives a strong peak at 101.Determine which compound gives the peak at 87 and which one gives the peak at 101.Propose fragmentations to account for the ions at m>z 116, 101, 87, and 73.

Organic Chemistry
9th Edition
ISBN:9781305080485
Author:John E. McMurry
Publisher:John E. McMurry
Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy
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Problem 57GP: The 1H and 13C NMR spectra of compound A, C8H9Br, are shown. Propose a structure for A, and assign...
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Ethers are not easily differentiated by their infrared spectra, but they tend to form predictable fragments in the mass spectrum. The following compounds give similar but
distinctive mass spectra.
O O
butyl propyl ether butyl isopropyl ether
Both compounds give prominent peaks at m>z 116, 73, 57, and 43. But one compound
gives a distinctive strong peak at 87, and the other compound gives a strong peak at 101.
Determine which compound gives the peak at 87 and which one gives the peak at 101.
Propose fragmentations to account for the ions at m>z 116, 101, 87, and 73.

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