Chapter 12C.11, Problem 35P

Show all bonds to hydrogens, and assign each hydrogen to a specific signal on the spectrum. 1.85 ppm, s, 3H. 2.37 ppm, s, 3H. 3.88 ppm, s, 3H. 4.76 ppm, s, 2H. 6.33 ppm, d, 1H. 6.63 ppm, t, 1H. 6.81 ppm, d, 1H. 6.88 ppm, d, 2H. 7.15 ppm, d, 2H s- singlet d- doublet t- triplet

Determine the multiplicity of each signal in the expected 1H and 13C NMR spectrum of the following compound.

1H and 13C NMR spectrum Identify the multiplicity of each signal in the given compound.

e For each compound label the proton or set of protons that gives the signal at the highest chemical shift (largest ppm) a, next highest b and so on. н Н-с-с-с „CH3 нн H H3C CH3 CH3 H3C CI

The structure of citronellal is shown below, with the carbon atoms numbered. Also shown is a table of 13C NMR signals for the molecule and the 13C-NMR DEPT spectrum. Assign each signal in the 13C-NMR spectrum to a numbered carbon in the molecule.

1Compound 1 has molecular formula C7H16. It shows three signals in the 1H-NMR spectrum, one at 0.85 ppm, one at 1.02 ppm, and one at 1.62 ppm. The relative integrals of these three signals are 6, 1, and 1, respectively. Compound 2 has molecular formula C7H14. It shows three signals in the 1H-NMR spectrum, one at 0.98 ppm, one at 1.36 ppm, and one at 1.55 ppm. The relative integrals of these three signals are 3, 2, and 2, respectively. Propose structures for compounds 1 and 2, explaining how you reach your conclusion.

Rank the signals found within the 13C NMR spectrum for the following compound from 1 (most upfield; lowest chemical shift) to 3 (most downfield; highest chemical shift). Carbon a b C Chemical Shift (Choose one) (Choose one) (Choose one) X S

5. Dibromomethane contains 2 equivalent protons, so just one signal on the H NMR spectrum for dibramomethane is expected to be seen. determine the expected chemical shift for the dibromomethane signal.

What functional group below gives IR signals at 1700 cm¹ and 2510-3000 cm¹? O Ketone O Amide Carboxylic Acid O Aldehyde O Alcohol Previous