What chemical shift (in ppm, in a 13C NMR spectrum) might you expect for the indicated C atom, in the molecule shown below? HO, O 14 O 47 O 73 O 104 O 121 Submit Answer Tries 0/1 What chemical shift (in ppm, in a 13C NMR spectrum) might you expect for the indicated C atom, in the molecule shown below? OH О 32 O 64 O 102 O 181 O 206 Submit Answer Tries 0/1

What chemical shift (in ppm, in a 13C NMR spectrum) might you expect for the indicated C atom, in the molecule shown below? HO, O 14 O 47 O 73 O 104 O 121 Submit Answer Tries 0/1 What chemical shift (in ppm, in a 13C NMR spectrum) might you expect for the indicated C atom, in the molecule shown below? OH О 32 O 64 O 102 O 181 O 206 Submit Answer Tries 0/1

Organic Chemistry

9th Edition

ISBN:9781305080485

Author:John E. McMurry

Publisher:John E. McMurry

Chapter13: Structure Determination: Nuclear Magnetic Resonance Spectroscopy

Section13.SE: Something Extra

Problem 35AP: The following compounds all show a single line in their 1H NMR spectra. List them in order of...

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Compound F, a hydrocarbon with M+=96 in its mass spectrum, undergoes reaction with HBr to yield compound G. Propose structures for F and G, whose 13C NMR spectral data are given below. Compound F Broadband-decoupled 13C NMR: 27.6, 29.3, 32.2, 132.4 DEPT-90: 132.4 DEPT-135: positive peak at 132.4 ; negative peaks at 27.6, 29.3, 32.2 Compound G Broadband-decoupled 13C NMR: 25.1, 27.7, 39.9, 56.0 DEPT-90: 56.0 DEPT-135: positive peak at 56.0 ; negative peaks at 25.1, 27.7, 39.9
The following 1H NMR peaks were recorded on a spectrometer operating at 200 MHz. Convert each into Î´ units. (a) CHCl3; 1454 Hz (b) CH3Cl; 610 Hz (c) CH3OH; 693 Hz (d) CH2Cl2; 1060 Hz
Propose structures for compounds that fit the following descriptions: (a) A hydrocarbon with seven lines in its 13C NMR spectrum (b) A six-carbon compound with only five lines in its 13C NMR spectrum (c) A four-carbon compound with three lines in its 13C NMR spectrum
Following are two constitutional isomers with the molecular formula C4H8O2. (a) Predict the number of signals in the 1H-NMR spectrum of each isomer. (b) Predict the ratio of areas of the signals in each spectrum. (c) Show how you can distinguish between these isomers on the basis of chemical shift.
3-Bromo-1-phenyl-1-propene shows a complex NMR spectrum in which the vinylic proton at C2 is coupled with both the C1 vinylic proton (J = 16 Hz) and the C3 methylene protons (J = 8 Hz). Draw a tree diagram for the C2 proton signal, and account for the fact that a five-line multiplet is observed.
A compound of unknown structure gave the following spectroscopic data: Mass spectrum: M+=88.1 IR: 3600 cm-1 1Î—NMR: 1.4 Î´ (2 H, quartet, J=7 Hz); 1.2 Î´ (6H, singlet): 1.0 Î´ (1 H, singlet); 0.9 Î´ (3 H, triplet, J=7 Hz) 13CNMR: 74, 35, 27, 25 Î´ (a) Assuming that the compound contains C and H but may or may not contain O, give three possible molecular formulas (b) How many protons (H) does the compound contain? (c) What functional groups(s) does the compound contain? (d) How many carbons does the compound contain? (e) What is the molecular formula of the compound? (f) What is the structure of the compound? (g) Assign peaks in the moleculeâ€™s 1HNMR spectrum corresponding to specific protons.
Following are three compounds with the molecular formula C4H8O2 and three 1H-NMR spectra. Assign each compound its correct spectrum and assign all signals to their corresponding hydrogens. (1) (2) (3)
When the 1HNMR spectrum of an alcohol is run in dimethylsulfoxide (DMSO) solvent rather than in chloroform, exchange of the ÎŸ-H proton is slow and spin-spin splitting is seen between the ÎŸ-H proton and C-H protons on the adjacent carbon. What spin multiplicities would you expect for the hydroxyl protons in the following alcohols? (a) 2-Methyl-2-propanol (b) Cyclohexanol (c) Ethanol (d) 2-Propanol (e) Cholesterol (f) 1-Methylcyclohexanol
The following compounds all show a single line in their 1H NMR spectra. List them in order of expected increasing chemical shift: CH4, CH2Cl2, cyclohexane, CH3COCH3, H2C=CH2, benzene
07) How could 1H and 13C NMR distinguish between substances in each of the following pairs?
Carbon NMR what do these peaks mean 196 s, 142 s, 139 s, 137 s, 127 d, 23 q, 21 q, 15 q
Below is the 1H and 13C NMR of unknown compound with the molecular formula C10H12O2. Determine the structure and draw the 90- and 135-DEPT patterns.