The structures and names of the six possible diene isomers with molecular formula C 5 H 8 are to be given. Further among them which are conjugated dienes is also to be stated. Concept introduction: Three are three types of dienes. They are cumulative, conjugated and isolated dienes. Cumulative dienes have two double bonds on adjacent carbon atoms. Conjugated dienes have the double bonds on alternate carbon atoms. In isolated double bonds the two double bonds are separated by more than one C-C single bonds. To give: The structures and names of the six possible diene isomers with molecular formula C 5 H 8 . Further to state among them which are conjugated dienes.

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2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled** Peak Chemical Shift (d) 5.7 1 Multiplicity multiplate .......... 5.04 double of doublet 2 4.98 double of doublet 3 4.05 doublet of quartet 4 5 LO 3.80 quartet 1.3 doublet 6 Peak Chemical Shift (d) Multiplicity

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Chapter 14.SE, Problem 26AP

Interpretation Introduction

Interpretation:

The structures and names of the six possible diene isomers with molecular formula C₅H₈ are to be given. Further among them which are conjugated dienes is also to be stated.

Concept introduction:

Three are three types of dienes. They are cumulative, conjugated and isolated dienes. Cumulative dienes have two double bonds on adjacent carbon atoms. Conjugated dienes have the double bonds on alternate carbon atoms. In isolated double bonds the two double bonds are separated by more than one C-C single bonds.

To give:

The structures and names of the six possible diene isomers with molecular formula C₅H₈. Further to state among them which are conjugated dienes.

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2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled** Peak Chemical Shift (d) 5.7 1 Multiplicity multiplate .......... 5.04 double of doublet 2 4.98 double of doublet 3 4.05 doublet of quartet 4 5 LO 3.80 quartet 1.3 doublet 6 Peak Chemical Shift (d) Multiplicity

Interpreting NMR spectra is a skill that often requires some amount of practice, which, in turn, necessitates access to a collection of NMR spectra. Beyond Labz Organic Synthesis and Organic Qualitative Analysis have spectral libraries containing over 700 1H NMR spectra. In this assignment, you will take advantage of this by first predicting the NMR spectra for two closely related compounds and then checking your predictions by looking up the actual spectra in the spectra library. After completing this assignment, you may wish to select other compounds for additional practice. 1. Write the IUPAC names for the following two structures: Question 2 Question 3 2. Predict the NMR spectra for each of these two compounds by listing, in the NMR tables below, the chemical shift, the splitting, and the number of hydrogens associated with each predicted peak. Sort the peaks from largest chemical shift to lowest. **Not all slots must be filled**

11:14 ... worksheets.beyondlabz.com 3. To check your predictions, click this link for Interpreting NMR Spectra 1. You will see a list of all the - compounds in the spectra library in alphabetical order by IUPAC name. Hovering over a name in the list will show the structure on the chalkboard. The four buttons on the top of the Spectra tab in the tray are used to select the different spectroscopic techniques for the selected compound. Make sure the NMR button has been selected. 4. Scroll through the list of names to find the names for the two compounds you have been given and click on the name to display the NMR spectrum for each. In the NMR tables below, list the chemical shift, the splitting, and the number of hydrogens associated with each peak for each compound. Compare your answers to your predictions. **Not all slots must be filled** Peak Chemical Shift (d) Multiplicity 1 2 3 4 5