A. Draw all possible structures for a compound with molecular formula C,H,O that exhibits a broad signal between 3200 and 3600cm in its IR spectrum and does not contain any signals between 1600 and 1850 cm³. Note: you can select a drawing and use Copy and Paste functions to save drawing time. Draw Your Solution B. Draw all possible structures for a compound with molecular formula CHO that exhibits a signal at 1720 cm³ in its IR spectrum. Draw Your Solution C. A dilute solution of 1,3-pentanediol does not produce the characteristic O-HIR signal for a dilute alcohol. Rather, it produces a O-H signal that is characteristic of a concentrated alcohol. Which of the following explains the shape of the O-H signal in 1.3-pentanediol? O The compound exhibits increased intermolecular hydrogen bonding, which increases the effective concentration. O The compound exhibits intramolecular hydrogen bonding even in dilute solutions. O Electron-donating induction effects shift the absorption spectrum to a higher wavenumber than would be observed in a compound containing a single-OH unit. Electron-withdrawing induction effects shift the absorption spectrum to a lower wavenumber than would be observed in a compound containing a single-OH unit. D. Choose the correct explanation of how you would use IR spectroscopy to distinguish between 1-bromo-3-methyl-2-butene and 2- bromo-3-methyl-2-butene. O The IR spectrum of 2-bromo-3-methyl-2-butene is expected to have a signal at 3500 cm, as a result of the alkyl C-H (Carbon is sp³ hybridized) stretch. In contrast, 1-bromo-3-methyl-2-butene does not exhibit that signal. The IR spectrum of 1-bromo-3-methyl-2-butene is expected to have a signal at 3500 cm, as a result of the alkyl C-H (Carbon is sp³ hybridized) stretch. In contrast, 2-bromo-3-methyl-2-butene does not exhibit that signal. O The IR spectrum of 2-bromo-3-methyl-2-butene is expected to have a signal at 3100 cm, as a result of the C-H (Carbon is sp² hybridized) stretch. In contrast, 1-bromo-3-methyl-2-butene does not exhibit that signal. The IR spectrum of 1-bromo-3-methyl-2-butene is expected to have a signal at 3100 cm, as a result of the C-H (Carbon is sp² hybridized) stretch. In contrast, 2-bromo-3-methyl-2-butene does not exhibit that signal. ☐ Limonene is a hydrocarbon found in the peels of lemons and contributes significantly to the smell of lemons. Limonene has a molecular limonene? Complete the molecular formula C,H, by entering the numeric subscripts below. # of C atoms (a): #of H atoms (b): F. Calculate the HDI for each molecular formula. Practice Problem 14.48a а) Сань HDI- Calculate the HDI for each molecular formula. G.Cal Practice Problem 14.48f f) C+H,NO₂ HDI- H. Calculate the HDI for each molecular formula. Practice Problem 14.48h h) C₂H+Cl₂ HDI- I. Calculate the HDI for each molecular formula. Practice Problem 14.48d d) C2H4