Interpretation:
The structure of compound
Concept introduction:
Carbon nuclear magnetic resonance
In
The splitting of the molecules is determined by the (2nI + 1) rule. For 1H, I= ½, hence 2nI + 1 = n + 1, which dictates the splitting pattern. where, nis the number of hydrogens on the adjacent atom.
For 13C NMR, generally we plot the proton decoupled spectrum and hence it comes as single sharp singlet lines. The number of peaks correspond to the number of equivalent carbon atoms in the molecule.
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Organic Chemistry
- Identify products A and B from the given 1H NMR data. Treatment of acetone [(CH3)2C=O] with dilute aqueous base forms B. Compound B exhibits four singlets in its 1H NMR spectrum at 1.3 (6 H), 2.2 (3 H), 2.5 (2 H), and 3.8 (1H) ppm. What is the structure of B?arrow_forwardReaction of aldehyde D with amino alcohol E in the presence of NaH forms F (molecular formula C11H15NO2). F absorbs at 1730 cm−1 in its IR spectrum. F also shows eight lines in its 13C NMR spectrum, and gives the following 1H NMR spectrum: 2.32 (singlet, 6 H), 3.05 (triplet, 2 H), 4.20 (triplet, 2 H), 6.97 (doublet, 2 H), 7.82 (doublet, 2 H), and 9.97 (singlet, 1 H) ppm. Propose a structure for F. We will learn about this reaction in Chapter 18.arrow_forward21.96 A student treated methyl 2-methylpropanoate with sodium methoxide dissolved in methanol. After the solution was refluxed for 2 hours, the mixture was analyzed by NMR, IR, and mass spectrometry. Those spectra are shown below. (a) Draw the mechanism of the reaction the student was expecting and draw the expected product. (b) What do the spectra suggest occurred? (c) Explain these results. 100- 80- 60 40- 20 4.0 3.5 3.0 2.5 2.0 1.5 1.0 0.5 0.0 4000 3500 3000 2500 2000 1500 1000 500 Chemical shift (ppm) Wavenumbers (cm-1) 100 80 60 40 20 0+ 10 20 30 40 50 60 70 80 90 100 110 120 mlz Relative intensity % Transmittancearrow_forward
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- Organic Chemistry: A Guided InquiryChemistryISBN:9780618974122Author:Andrei StraumanisPublisher:Cengage LearningOrganic ChemistryChemistryISBN:9781305580350Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. FootePublisher:Cengage Learning