Revision Questions #3

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1.
The 1H NMR spectrum of the borohydride ion (BH4-) is given below. The element boron has two isotopes, both of which are NMR active : 10B (I=3, 20%) and 11B (I=3/2, 80%). Rationalise the appearance of the observed 1H spectrum.

1H borohydride spectrum
Answer

2.
The 1H NMR spectrum of methane (CH4) consists of a single resonance and because the four protons have exactly the same chemical shift, no H-H couplings appear in the spectrum so it is not possible to measure 2JH-H from the spectrum. The 1H NMR spectrum of dideuteromethane (CD2H2) is given below. Rationalise the splitting pattern and explain how you could estimate 2JH-H using this spectrum.

1H dideuteromethane spectrum
Answer

3.
The 1H NMR spectrum of propane consists of two signals (d 0.90 and d 1.30) with areas in the ratio 3:1 respectively. Sketch the 1H spectrum of propane (to scale) for three different spectrometers with proton frequencies of 60 MHz, 300 MHz and 600 MHz.

Answer

4.
The 1H NMR spectrum of dipropylether, (CH3CH2CH2)2O, is given below. The spectrum consists of 3 distinct resonances at d 3.4 (2H, triplet), d 1.6 (2H, multiplet) and d 1.0 (3H, triplet). Assign the spectrum and clearly describe the spectra which would be obtained while applying a strong Rf field at :
  i) d 3.4 ppm.
  ii) d 1.6 ppm.
  iii) d 1.0 ppm.

1H dipropylether spectrum
Answer

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University of Sydney