Chapter 13: Q13-37E (page 419)
Propose structures for compounds with the following formulas that show only one peak in their NMR spectra:
a.
b.
c.
Chapter 13: Q13-37E (page 419)
Propose structures for compounds with the following formulas that show only one peak in their NMR spectra:
a.
b.
c.
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Get started for freeThe amount of energy required to spin-flip a nucleus depends both on the strength of the external magnetic field and on the nucleus. At a field strengthof 4.7 T, rf energy of 200 MHz is required to bring a nucleus into resonance, but energy of only 187 MHz will bring a nucleus into resonance. Calculate the amount of energy required to spin-flip a nucleus. Is this amount greateror less than that required to spin-flip a nucleus?
Estimate the chemical shift of each carbon in the following molecule. Predict which carbons will appear in the DEPT-90 spectrum, which will give positive peaks in the DEPT-135 spectrum, and which will give negative peaks in the DEPT-135 spectrum.
Propose a structure for compound C, which has = 86 in its mass spectrum, an IR absorption at 3400, and the following NMR spectral data:
Compound C Broadband-decoupled NMR: 30.2, 31.9, 61.8, 114.7, 138.4 d DEPT-90: 138.4 d DEPT-135: positive peak at 138.4 d; negative peaks at 30.2, 31.9, 61.8, 114.7 d
Compound 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
Identify the indicated sets of protons as unrelated, homotopic, enantiotopic, or diastereotopic:
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