Organic Chemistry (9th Edition)
Organic Chemistry (9th Edition)
9th Edition
ISBN: 9780321971371
Author: Leroy G. Wade, Jan W. Simek
Publisher: PEARSON
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Chapter 12.15B, Problem 12.10P

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.

Chapter 12.15B, Problem 12.10P, Ethers are not easily differentiated by their infrared spectra, but they tend to form predictable

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 peek 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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Predict the structure of the compound using the information below. Kindly show what information are obtained for each spectra which may help in predicting the structure.  From IR Spectra:  See the attached picture From Mass Spectra M+ = 87 From Proton and Carbon NMR Spectra  See attached picture.
A compound contains only C, H and O. The mass spectrum shows peaks at m/z = 58 and 43. What is the structure of the compound?
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