Chapter 13: Q 58P (page 419)
Question: Propose structures for the three compounds whose NMR spectra are shown.
Chapter 13: Q 58P (page 419)
Question: Propose structures for the three compounds whose NMR spectra are shown.
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Get started for freeCompound F, a hydrocarbon with = 96 in its mass spectrum, undergoes reaction with HBr to yield compound G. Propose structures for F and G, whose NMR spectral data are given below.
a. Compound F Broadband-decoupled NMR: 27.6, 29.3, 32.2, 132.4 d DEPT-90: 132.4 d DEPT-135: positive peak at 132.4 d; negative peaks at 27.6, 29.3, 32.2 d
b. Compound G Broadband-decoupled NMR: 25.1, 27.7, 39.9, 56.0 d DEPT-90: 56.0 d DEPT-135: positive peak at 56.0 d; negative peaks at 25.1, 27.7, 39.9 d
When the 1H NMR spectrum of acetone, CH3COCH3, is recorded on an instrument operating at 200MHz , a single sharp resonance at 2.1 σis seen.
(a) How many hertz downfield from TMS does the acetone resonance correspondto?
(b) If the 1H NMR spectrum of acetone were recorded at 500NHz , what wouldthe position of the absorption be in σunits?
(c) How many hertz downfield from TMS does this 500MHz resonance correspond to?
The following 1H NMR absorptions were obtained on a spectrometer
operating at 300 MHz. Convert the chemical shifts from units to hertz
downfield from TMS.
(a)2.1(b)3.45(c)6.30(d)7.70
The following compounds all show a single line in their NMR spectra. List them in order of expected increasing chemical shift:
,cyclohexane ,,benzene
How could you use and1H 13C NMR to help distinguish the following
isomeric compounds of the formula C4H8?
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