15. Analytical Techniques:IR, NMR, Mass Spect

How many signals would you expect in the $H^1$ NMR spectrum of ${\mathrm{CH}}_{3}O{\mathrm{CH}}_3$ (dimethyl ether)?

For the compound ${\mathrm{CH}}_3\mathrm{CH}{2}_{}\mathrm{OH}$ (ethanol), how many distinct $1^H$ NMR signals are expected, assuming all protons are labeled and exchange is slow?

A compound displays a $1^H$ NMR spectrum with a single sharp signal at $7.26$ ppm and no other peaks. Which of the following compounds is most likely responsible for this spectrum?

How many distinct signals are expected in the ${\mathrm{^\{1\}}}^H$ NMR spectrum of isopropyl acetate?

How many sets of equivalent hydrogens are in each molecule shown?

(c)

How many distinct signals would you expect to see in the ¹H NMR spectrum of the following molecules? [Ignore diastereotopic hydrogens for the sake of this assessment.]

(f)

In comparing two unknown organic compounds, what is the most obvious difference you would expect to observe in their $1^H$ NMR spectra if they have different numbers of chemically distinct hydrogen environments?

Replace Hₐ and H₆ in hexane with a deuterium. What is the relationship between the two products you obtain? Based on this, would you expect the two hydrogens to give one or two signals in the ¹H NMR spectrum?

How can ¹H NMR be used to prove that the addition of HBr to propene follows the rule that says that the electrophile adds to the sp² carbon bonded to the most hydrogens?

For the compound $C_2{H}_5\mathrm{Br}$ (bromoethane), how many distinct $1^H$ NMR signals are expected?

Which of the following correctly represents the number of distinct $1^H$ NMR signals expected for ethanol (${\mathrm{CH}}_3{\mathrm{CH}}_2\mathrm{OH}$)?

How many signals would you expect in the $1^H$ NMR spectrum of ${\mathrm{CH}}_3\mathrm{CH}{2}_{\mathrm{CH}}{3}_{\mathrm{CH}}$ (butane)?

How many $1^H$ NMR signals will be observed for ${\mathrm{CH}}_3{\mathrm{CH}}_2{\mathrm{CH}}_2{\mathrm{CH}}_3$ (n-butane)?

Given the following compound, what is the $H^1$ NMR chemical shift value (in ppm) expected for the hydrogen atom attached to the oxygen in ${\mathrm{CH}}_3\mathrm{OH}$ (methanol)?

How many sets of equivalent hydrogens are in each molecule shown?

(a)