Chapter 14: Q12P (page 630)
Which underlined proton (or sets of protons) has the greater chemical shift (that is, the higher frequency signal)?

Short Answer
The protons with a greater chemical shift are underlined below.

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Chapter 14: Q12P (page 630)
Which underlined proton (or sets of protons) has the greater chemical shift (that is, the higher frequency signal)?

The protons with a greater chemical shift are underlined below.

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Describe the 1H NMR spectrum you would expect for each of the following compounds, indicating the relative positions of the signals:



How would the H1 NMR spectra for the four compounds with molecular formula C3H6Br2 differ?
Dr. N. M. Arr was called in to help analyze the 1 H NMR spectrum of a mixture of compounds known to contain only C, H, and Br. The mixture showed two singlets-one at 1.8 ppm and the other at 2.7 ppm-with relative integrals of 1: 6, respectively. Dr. Arr determined that the spectrum was that of a mixture of bromomethane and 2-Bromo-2-methylpropane. What was the ratio of bromomethane to 2-Bromo-2-methylpropane in the mixture?
The 1H NMR spectrum of 2-propane-1-ol is shown here. Indicate the protons in the molecule that are responsible for each of the signals in the spectrum.

The 1 H NMR spectra of two carboxylic acids with molecular formula C3H5O2Cl are shown below. Identify the carboxylic acids. (The 鈥渙ffset鈥 notation means that the farthest-left signal has been moved to the right by the indicated amount to fit on the spectrum; thus, the signal at 9.8 ppm offset by 2.4 ppm has an actual chemical shift of 9.8 + 2.4 = 12.2 ppm.)

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