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- The 1H-NMR spectrum of Compound C shows five signals – δ 2.38 (1H, dt), 2.72 (1H, dt), 5.34 (1H, t), 5.49 (2H, ddd), 6.27 (2H, dd) ppm. Its 13C-NMR spectrum has four signals – δ 26, 58, 127, 129 ppm. In the compound’s mass spectrum, the M+1 peak appears at m/z = 115. An M+2 peak, whose intensity is roughly one-third that of the M+1 peak, also appears. Suggest a structure for this compound.arrow_forwardThe 1H-NMR spectrum of 2-(4-nitrophenyl)propanoic acid shows signals at 1.6, 4.0, 7.5, 8.2, and 12.0 ppm. Assign the correct chemical shift to each proton environment.arrow_forwardDescribe how you could use NMR spectroscopy to distinguish between benzoyl chloride and para-chlorobenzaldehyde. O The H NMR spectrum of para-chlorobenzaldehyde should have a signal at approximately 6.5-8 ppm corresponding to the aryle protone. The H NMR spectrum of benzoyl chloride should not have a signal near 6.5-8 ppm. O The H NMR spectrum of para-chlorobenzaldehyde should have a signal at approximately 12 ppm. The 'H NMR spectrum of benzoyl chloride should not have a signal near 12 ppm. O The 'H NMR spectrum of para-chlorobenzaldehyde should have a signal at approximately 10 ppm corresponding to the aldehydic protone. The H NMR spectrum of benzoyl chloride should not have a signal near 10 ppm. O The H NMR spectrum of benzoyl chloride should have a signal at approximately 12 ppm. The 'H NMR spectrum of para- chlorobenzaldehyde should not have a signal near 12 ppm.arrow_forward
- Compound A exhibits two signals in its 1H NMR spectrum at 2.64 and 3.69 ppm, and the ratio of the absorbing signals is 2:3. Compound B exhibits two signals in its 1H NMR spectrum at 2.09 and 4.27 ppm, and the ratio of the absorbing signals is 3:2. Which compound corresponds to dimethyl succinate, and which compound corresponds to ethylene diacetate?arrow_forwardIn the 1H NMR spectrum of acetone (CH3 -CO-CH3 ) , how many signals will you notice and what will the approximate value be of the signals?arrow_forwardCompound A exhibits two signals in its 'H NMR spectrum at 2.64 and 3.69 ppm and the ratio of the absorbing signals is 2:3. Compound B exhibits two signals in its 'H NMR spectrum at 2.09 and 4.27 ppm and the ratio of the absorbing signals is 3:2. Which compound corresponds to CH;O,CCH,CH2CO,CH3 (dimethyl succinate) and which compound corresponds to CH;CO,CH2CH,O,CCH; (ethylene diacetate)?arrow_forward
- Interpret 1H NMR of Ethanoic Acidarrow_forwardDraw the structure of a compound with the molecular formula C8H₁0 that exhibits five signals in its ¹3C NMR spectrum, four of which appear between 100 and 150 ppm.arrow_forwardCompound A exhibits two signals in its 1H NMR spectrum at 2.64 and 3.69 ppm, and the ratio of the absorbing signals is 2:3. Compound B exhibits two signals in its 1H NMR spectrum at 2.09 and 4.27 ppm, and the ratio of the absorbing signals is 3:2. Which compound corresponds to dimethyl succinate, and which compound corresponds to ethylene diacetate?arrow_forward
- Indicate the shift of carbon bonded to an alcohol (-CH₂-OH) (in ppm) in a ¹³C NMR spectrum. 20 90 60 135 O210arrow_forwardPropose a structural formula for each compound consistent with its 1H-NMR and 13C-NMR spectra. (a) C5H10O2 (b) C7H14O2 (c) C6 H12O2 (d) C7H12O4 (e) C4H7ClO2 (f) C4H6O2arrow_forwardPhenacetin, a substance formerly used in over-the-counter headache remedies, has the formula C10H13NO2. Phenacetin is neutral and does not dissolve in either acid or base. When warmed with aqueous NaOH, phenacetin yields an amine, C8H11NO, whose 1H NMR spectrum is shown. When heated with HI, the amine is cleaved to an aminophenol, C6H7NO. What is the structure of phenacetin, and what are the structures of the amine and the aminophenol?arrow_forward
- Macroscale and Microscale Organic ExperimentsChemistryISBN:9781305577190Author:Kenneth L. Williamson, Katherine M. MastersPublisher:Brooks ColeOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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