Given How the phosphorane required can be prepared is to be shown. A mechanism for the hydrolysis step is to be proposed. Concept introduction: Phosphoranes required for Wittig reaction are prepared by the SN 2 reaction of a primary and some secondary alkyl halides withtriphenyl phosphine followed by treatment with bases like butyl lithium in THF. To show: How the phosphorane required for the reaction can be prepared. To propose: A mechanism for the hydrolysis step.

Question

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 19.SE, Problem 39MP

Interpretation Introduction

Interpretation:

Given

How the phosphorane required can be prepared is to be shown. A mechanism for the hydrolysis step is to be proposed.

Concept introduction:

Phosphoranes required for Wittig reaction are prepared by the SN² reaction of a primary and some secondary alkyl halides withtriphenyl phosphine followed by treatment with bases like butyl lithium in THF.

To show:

How the phosphorane required for the reaction can be prepared.

To propose:

A mechanism for the hydrolysis step.

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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**

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