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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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.
A compound displays key peaks at 1724, 1600, and 1585 cm-1 in its IR spectrum. There are also 2 peaks between 2700-2850 cm-1. The mass spectrum has a molecular ion with m/z 120. The base peak is at m/z=91. Draw a structure that best fits this data.
An unknown organic compound is isolated. The compound produces a molecular ion at m/z = 101. There is no significant M+2 peak. The IR spectrum shows peaks ~2950 cm'. It does not have any peaks above 3000, nor around 1600-1800 or 1050 cm1. The 'H-NMR and 13C-NMR spectra are shown below. What is the name of this compound (IUPAC and common name are both acceptable)? 3H 2H PPM 20 10 30 PPM 50 40
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IR Spectroscopy; Author: Professor Dave Explains;https://www.youtube.com/watch?v=_TmevMf-Zgs;License: Standard YouTube License, CC-BY