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Concept explainers
(a)
Interpretation:
The structure that fits into the data is to be predicted.
Concept introduction:
Nuclear magnetic resonance is a type of spectroscopy in which number of different kind of protons present in different environment can be detected. Chemical shift is defined as the distance from the starting point. Protons present in different environment gives different absoprtion peak in
(b)
Interpretation:
The structure that fits into the data is to be predicted.
Concept introduction:
Nuclear magnetic resonance is a type of spectroscopy in which number of different kind of protons present in different environment can be detected. Chemical shift is defined as the distance from the starting point. Protons present in different environment gives different absoprtion peak in
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Chapter 13 Solutions
EBK ORGANIC CHEMISTRY
- Propose a structural formula for the analgesic phenacetin, molecular formula C10H13NO2, based on its 1H-NMR spectrum.arrow_forwardCompound 2 has molecular formula C6H12. It shows three signals in the 1H-NMR spectrum, one at 0.96 ppm, one at 2.03 ppm, and one at 5.33 ppm. The relative integrals of these three signals are 3, 2, and 1, respectively. Provide structure for compound 2, explain how you reached your conclusion.arrow_forwardCompound X (molecular formula C10H12O) was treated with NH2NH2, −OH to yield compound Y (molecular formula C10H14). Based on the 1HNMR spectra of X and Y given below, what are the structures of X and Y?arrow_forward
- (a) Compound A has molecular formula C5H10O. It shows three signals in the 1H-NMR spectrum - a doublet of integral 6 at 1.1 ppm, a singlet of integral 3 at 2.14 ppm, and a quintet of integral 1 at 2.58 ppm. Suggest a structure for A and explain your reasoning. (b) Compound B has molecular formula C8H6O2. The IR, 1H-NMR, and 13C-NMR spectra are shown below, they are also downloadable for closer inspection by clicking the link under the spectral data. Suggest a structure for B and explain your reasoning. (c) Compound C has molecular formula C5H8O. The IR, mass, 1H-NMR, and 13C-NMR spectra are shown below, they are also downloadable for closer inspection by clicking the link under the spectral data. Suggest a structure for C and explain your reasoning.arrow_forwardThe H1H1 NMR spectra corresponds to an alcohol with the molecular formula C5H12O. Deduce the structure from the spectraarrow_forwardThe two isomeric carboxylic acids that give the following NMR spectra both have the formula C3H5C1O2. Draw their structures.arrow_forward
- From the following 1H-NMR and 13C-NMR spectra, assign a structure for a compound with a formula of C4H9Br. Give reasons (explanations) for the choosen structure.arrow_forwardCompounds A and B are isomers having the molecular formula C4H8O3. Identify A and B on the basis of their 1H NMR spectra.Compound A: δ 1.3 (3H, triplet); 3.6 (2H, quartet); 4.1 (2H, singlet); 11.1 (1H, broad singlet)Compound B: δ 2.6 (2H, triplet); 3.4 (3H, singlet); 3.7 (2H triplet); 11.3 (1H, broad singlet)arrow_forwardIndicate two basic differences that exist between the spectra of 1H y 13C in NMR.arrow_forward
- Predict the structure of a compound based on this 13C NMR spectra. The chemical formula of this compound is C4H6O2. Briefly explain your answer.arrow_forwardCompound B of molecular formula C9H19N shows a noteworthy infrared absorption at 3300 cm-1. Its 1H-NMR spectrum shows three singlets – δ 1.0 (6H), 1.1 (12H), 1.4 (1H) ppm. Its 13C-NMR spectrum has four signals – δ 25, 28, 41, 64 ppm. Suggest a structure for this compound. Please show work.arrow_forwardA hydrocarbon, compound B, has molecular formula C6H6, and gave an NMR spectrum with two signals: delta 6.55 pm and delta 3.84 pm with peak ratio of 2:1. When warmed in pyridine for three hr, compound B quantitatively converts to benzene. Mild hydrogenation of B yielded another compound C with mass spectrum of m/z 82. Infrared spectrum showed no double bonds; NMR spectrum showed one broad peak at delta 2.34 ppm. With this information, address the following questions. a) How many rings are in compound C? b) How many rings are probably in B? How many double bonds are in B? c) Can you suggest a structure for compounds B and C? d) In the NMR spectrum of B, the up-field signal was a quintet, and the down field signal was a triplet. How must you account for these splitting patterns?arrow_forward
- Organic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning
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