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The
NMR spectra of formic acid
NMR chemical-shift data.
Compound A: signals at
Compound B: signals at
Compound C: signals at
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Chapter 19 Solutions
ORGANIC CHEMISTRY-PACKAGE >CUSTOM<
- Assign as many resonances as you can to specific carbon atoms in the 13C NMR spectrum of ethyl benzoate.arrow_forwardThe following 1H NMR peaks were recorded on a spectrometer operating at 200 MHz. Convert each into δ units. (a) CHCl3; 1454 Hz (b) CH3Cl; 610 Hz (c) CH3OH; 693 Hz (d) CH2Cl2; 1060 Hzarrow_forwardHow many signals in 1H NMR spectrum of methyl 3-nitrobenzoate? Identify their chemical shifts and the multiplicity.arrow_forward
- For the 1H NMR spectrum of unknown compound 1, choose if it matches structures A, B, C or D. Justify your response with your interpretation of the 1 H NMR spectrum of unknown compound 1 that led to your answer.arrow_forwardFor the 1 H NMR spectrum of unknown compound 2, choose if it matches structures A, B, C or D. Justify your response with your interpretation of the 1H NMR spectrum of unknown compound 2 that led to your answer.arrow_forwardWhen the 1î-NMR spectrum of acetone, CH3COCH3, is recorded on an instrument operating at 200 MHz, a single sharp resonance at 2.1î is seen. (a) How many hertz downfield from TMS does the acetone resonance correspond to? (b) If the 1î-NMR spectrum of acetone were recorded at 500 MHz, what would the position of the absorption be in î units? (c) How many hertz downfield from TMS does this 500 MHz resonance correspond to?arrow_forward
- How would integration distinguish the 1H NMR spectra of the following compounds?arrow_forwardThe 1H NMR spectrum of CH3OH recorded on a 500 MHz NMR spectrometer consists of two signals, one due to the CH3 protons at 1715 Hz and one due to the OH proton at 1830 Hz, both measured downfield from TMS. (a) Calculate the chemical shift of each absorption. (b) Do the CH3 protons absorb upfield or downfield from the OH proton?arrow_forwardThe 1H NMR spectrum of CH3OH recorded on a 500 MHz NMR spectrometer consists of two signals, one due to the CH3 protons at 1715 Hz and one due to the OH proton at 1830 Hz, both measured downeld from TMS. (a) Calculate the chemical shift of each absorption. (b) Do the CH3 protons absorb upeld or downeld from the OH proton?arrow_forward
- An unknown compound has the formula C5H10O2. Elucidate its structure by scrutinizing its 1H NMR spectra, shown. Specifically, label each different type of H atom in the final structure with its NMR chemical shift in ppm.arrow_forward1. How many different sets of equivalent aromatic (benzene ring) carbons can be seen in the 13C NMR spectrum of your unknown monosubstituted benzene starting material? A. Are there any peaks for non-aromatic carbons in the 13C NMR spectrum of your unknown monosubstituted benzene starting material (yes or no)? B. If yes for part A, please list the corresponding ppm value(s) for any non-aromatic carbon(s)?arrow_forwardFollowing is the 1H-NMR spectrum of compound O, molecular formula C7H12. Compound O reacts with bromine in carbon tetrachloride to give a compound with the molecular formula C7H12Br2. The 13C-NMR spectrum of compound O shows signals at d 150.12, 106.43, 35.44, 28.36, and 26.36. Deduce the structural formula of compound O.arrow_forward
