Concept explainers
Interpretation:
It is to be determined if the shown
Concept introduction:
The position of the carbon signal in
Presence of an electronegative (electron rich) atom or group on a carbon deshields it, moving its signal downfield.
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Organic Chemistry - Standalone book
- Phenacetin, 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_forwardHow could you use 1H NMR, 13C NMR, and IR spectroscopy to help you distinguish between the following structures?arrow_forwardThe structure of an ester could either be A or B: CH3 O O CH3 T || -C-OCH3 CH3-C CH3-C-O-C-CH3 CH3 CH3 A B Its ¹H NMR spectrum consists of two peaks at 80.9 and 83.6 (relative areas 3:1). Which compound is it? Describe the spectrum that would be expected if it had been the other ester.arrow_forward
- In 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_forwardwhat is is the structure of a compound of molecular formula c 10 h 14 o 2 that shows a strong ir absorption at 3150-2850 cm − 1 and give the following 1 h nmr absorptions: 1.4 (triplet, 6 h), 4.0 (quarter, 4h), and 6.8 (singlet, 4h) ppm?arrow_forward1) Which of the following compounds would have the following peaks on a proton NMR spectrum. a. 2-ethylbenzoic acid b. 4ethylbenzoic acid triplet at 1.75 ppm (3H) quartet at 2.25 ppm (2H) Split Quartet at 7.25 ppm(4H) Singlet at 11.00 ppm (1H) c. 3-ethylbenzoic acid d 3-phenylpropanoic acid.arrow_forward
- How would you distinguish between methyl benzoate and phenylacetic acid using 1H NMR spectroscopy?arrow_forward5. What would be different in the 1H NMR spectra of a mono and disubstituted azulene?How many signals would you expect in the 13C NMR of a mono and disubstituted azulene?arrow_forwardThe 'H NMR spectrum of a compound with formula C;H40 gives three signals. Which of these structures is a possible one for this compound? O 2-Heptanone O 3-Heptanone O 2,4-Dimethyl-3-pentanone 2,2-Dimethyl-3-pentanone • Two of these choices.arrow_forward
- Predict how many 13C-NMR resonances o-bromobenzamide contains in its spectraarrow_forwardCompound X (molecular formula C10H120) was treated with NH2NH2, ¯OH to yield compound Y (molecular formula C10H14). Match the 1H NMR spectra of X and Y to the corresponding structures of X and Y. Compound NH2NH2 Compound 'H NMR of X 6 H OH Y 1 H 5H 8. 6. 4 ppm or H NMR of Y 6 H 2H 5H 1 H multiplet multiplet 8. 6. 4. 3. 1 nnm 2. 2. 3, O:arrow_forwardWhich of the following functional groups will appear in the range 160-220 ppm in 13C NMR? A) ethoxy group B) aromatic carbons C) carbonyl group D) methoxy grouparrow_forward
- EBK A SMALL SCALE APPROACH TO ORGANIC LChemistryISBN:9781305446021Author:LampmanPublisher:CENGAGE LEARNING - CONSIGNMENT