Concept explainers
Propose possible structures consistent with each set of data. Assume each compound has an
a. A compound having a molecular ion at
b. A compound having a molecular ion at
c. A compound having a molecular ion of
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Organic Chemistry
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- The 1H and 13C NMR spectra of compound A, C8H9Br, are shown. Propose a structure for A, and assign peaks in the spectra to your structure.arrow_forwardPropose possible structures consistent with each set of data. Assume each compound has an sp hybridized C-H absorption in its IR spectrum, and that other major IR absorptions above 1500 cm1 are listed. a. a compound having a molecular ion at 72 and an absorption in its IR spectrum at 1725 cm-1 b. a compound having a molecular ion at 55 and an absorption in its IR spectrum at -2250 cm- c. a compound having a molecular ion of 74 and an absorption in its IR spectrum at 3600-3200 cm"arrow_forwardThe 'H NMR spectrum of compound A (C3H100) has four signals: a multiplet at 8 = 7.25-7.32 ppm (5 H), a singlet at d = 5.17 ppm (1 H), a quartet at d = 4.98 ppm (1 H), and a doublet at ô = 1.49 ppm (3 H). There are 6 signals in its 13C NMR spectrum. The IR spectrum has a broad absorption in the -3200 cm-1 region. Compound A reacts with KMNO4 in a basic solution followed by acidification to give compound B with the molecular formula C7H6O2. Draw structures for compounds A and B.arrow_forward
- 5. Determine the structure of a compound with a molecular formula of C4H8O2 with the 13C and 'H NMR spectra below. No peaks exchange with D20 on the 'H NMR spectrum. ada I=2 |=3 1=3 1.2 4.0 4.0 3.0 2.0 1.0arrow_forwardAssume a compound with the formula C4H8O. a) How many double bonds and/or rings does your compound contain? b) If your compound shows an infrared absorption peak at 1715 cm-1, what functional group does it have? c) If your compound shows a single 1H NMR absorption peak at 2.1 δ, what is its structure?arrow_forwardA 1H NMR spectrum is shown for a molecule with the molecular formula of C9H10O2. Draw the structure that best fits this data. 11 10 9 5H 2H 3H 1 ppmarrow_forward
- 7. Which of the molecules below correspond to which of the 'H NMR spectra? Explain your choice. Note that in both spectra below, the peaks are singlets of 3H or 9H. FUX 18 # 3H A Denting 3 10 9 8 7 6 5 4 OCH 3 4 +2 9H 1 1 B J 3H Cada 3 2 7 6 5 4 10 9 8 7 9H 1arrow_forwardA ¹H NMR spectrum is shown for a molecule with the molecular formula of C9H10O2. Draw the structure that best fits this data. 11 10 9 8 2H 2H 7 6 5 4 3 3H 3H 2 ppm Qarrow_forwardDraw the structure of molecular formula C8H10O that produced the 1H NMR spectra shown below. The IR spectrum does not show a broad absorbance at 3300 cm–1 or a strong absorbance at 1710 cm–1.arrow_forward
- 11 10 9 8 7 9 +6 5 -3 2 1 ppmarrow_forwardThe 'H NMR and 13C spectra of a compound with a molecular formula of C6H12O2 are shown below. 1. Name the compound in the textbox below. 2. Draw a possible structure for this compound. 1Η NMR 2H 2H 2H 3HPPM 3H 13C NMR 220 200 100 140 100 120 PPMarrow_forward1. Explain the appearance of the 1H-NMR spectrum of 1,1,2-tribromoethane. How many signals would you expect, and into how many peaks will each of the signals be split?arrow_forward