What is the integration and splitting (multiplicity) of the hydrogens attached to the circled carbon in the ¹H NMR spectrum of the molecule below? Hint: consider all of the protons in the molecule when finding the integration. CI Integration: 2 Splitting: Quintet (pentet) Integration: 3 Splitting: Triplet Integration: 1 Splitting: Quintet (pentet) Ti 1-4 .CI

What is the integration and splitting (multiplicity) of the hydrogens attached to the circled carbon in the ¹H NMR spectrum of the molecule below? Hint: consider all of the protons in the molecule when finding the integration. CI Integration: 2 Splitting: Quintet (pentet) Integration: 3 Splitting: Triplet Integration: 1 Splitting: Quintet (pentet) Ti 1-4 .CI

Organic Chemistry: A Guided Inquiry

2nd Edition

ISBN:9780618974122

Author:Andrei Straumanis

Publisher:Andrei Straumanis

ChapterL4: Proton (1h) Nmr Spectroscopy

Section: Chapter Questions

Problem 3E: Here are proton NMR data for 1-bromopropane: Ha : triplet (2H) 3.32ppm; Hb : multiplet (2H)1.81ppm;...

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1. An aliphatic ketone absorbs at 1,715 cm-1. What is the frequency of this vibration in hertz, which is cycles per second or just per second, reciprocal seconds? 2. What is the energy equivalent of this stretching vibration in kcal/mole? 3. Why does 3,4-diethyl-3-hexene not have a carbon to carbon double bond stretching absorption band? 4. Why does a carbon to oxygen double bond absorption band have a greater intensity than a carbon to carbon double bond absorption band? 5. Using only IR, explain in detail how one could most easily differentiate between oct-1-ene and oct-1-yne if all carbon to carbon bonds are ignored. 6. Using only IR, explain in detail how one could most easily differentiate between butan-1-ol and butanoic acid.
The 1H-NMR spectrum in the figure is of a compound dissolved in deuterated water. To which of the following? (1). HCOO—CH2–CH2–CH3 (2). H3C-COO-CH2-CH3 (3). H3C-CH(CH3)-COOH (4). It cannot be any of the above. Singlete Integral: 2,98 Cuadruplete Integral: 2,05 Triplete Integral: 3,08 ppm
Choose the best explanation for why -OH and -NH peaks are often broad singlets in a ¹H NMR spectrum. A) The greater electronegativity difference in the N-H or O-H bond compared to a C-H bond makes the peak broader. B) The greater mass involved in the N-H or O-H bond compared to a C-H bond makes the peak broader. C) The hydrogen nuclei on the carbon next to the -OH or -NH are too far away to impact the multiplicity. D) Protons in OH or NH groups are acidic enough to rapidly exchange between different molecules, so the coupling to vicinal hydrogens is not clearly observed.
10. The proton NMR of a compound has the following peaks. Which compound below best fits the data? A OCH₂CH₂Cl NO₂ B OH CH-CH3 CI broad singlet 55.17 (1H) doublet o 1.49 (3H) quartet & 5.00 (1H) doublet o 7.22 (2H) doublet o 7.38 (2H) C CH₂ CH2-OH CH₂ D CH₂-OH CI
The 1H NMR spectrum in the figure corresponds to which of the substances indicated? (1). Chlorobenzene (2). 1,1,2-trichloroethane (3). Chloroethane (4). Ethane 8 Triplete Integral: 2.03 7 Doblete Integral: 3,99 6 5 4 3 2 1 08, ppm
Here are proton NMR data for 1-bromopropane: Ha : triplet (2H) 3.32ppm; Hb : multiplet (2H)1.81ppm; Hc : triplet (3H) 0.93ppm. (Relative integrations shown in parentheses.) a. Through how many bonds can a hydrogen split another hydrogen? b. According to this splitting rule, does Ha split Hc ? c. Is your answer in part a) consistent with the multiplicity listed for peak clusters a and c? d. How many hydrogenssplit Hb ? e. Upon very close inspection of the proton NMR spectrum of 1-bromopropane, you wouldfind that peak cluster b has at least six peaks. Is this consistent with your answer in part d)? f. Speculate as to why any peak cluster with more than four peaks is listed simply as a"multiplet."
Long-range coupling between protons more than two carbon atoms apart is sometimes observed when bonds intervene. An example is found in 1-methoxy-l-buten-3-yne. Not only does the acetylenic proton, Î—a, couple with the vinylic proton Hb, it also couples with the vinylic proton Hc, four carbon atoms away. The data are: Construct tree diagrams that account for the observed splitting patterns of Î—a, Hb, and Hc.
Consider the product below a) Predict the 1H NMR spectrum for this molecule. Predict the multiplicity, integration and relative ppm b) Predict the 13C NMR spectrum and DEPT spectra. Use (+) for positivesignals, (-) for negative signals, and (X) for no signal in the DEPT NMR spectra.
Consider the product. a) Predict the 1H NMR spectrum for this molecule. Find the Multiplicity, Integration and the Relative ppm of each Hydrogen. b) Predict the 13C NMR spectrum and DEPT spectra. Use (+) for positivesignals, (-) for negative signals, and (X) for no signal in the DEPT NMR spectra using the table below
08) The two spectra below correspond to cyclopentanone and 2,3-dihydro-1H-inden-1-ol (formulas below). Which spectrum corresponds to which structure?
3 2 1.9 PPM 2.2 2.1 2.0 1.1 PPM 8 7 4 1 8 (ppm) frequency 3 2.6 2.5 2.4 PPM 1.1 1.0 PPM 8 7 6. 4 3 2 8 (рpm) frequency
Pent-1-ene and pent-1-yne are low-boiling hydrocarbons that have differentmolecular ions in their mass spectra. Match each hydrocarbon to its massspectrum.