Organic Chemistry - Standalone book
Organic Chemistry - Standalone book
10th Edition
ISBN: 9780073511214
Author: Francis A Carey Dr., Robert M. Giuliano
Publisher: McGraw-Hill Education
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Chapter 5, Problem 38P
Interpretation Introduction

Interpretation:

An equation for the preparation of the given compound from a suitable alcohol and a reactant molecule is to be written.

Concept Introduction:

Alkyl sulfonates are prepared by the reaction of an alcohol with sulfonyl chlorides. These reactions are carried out in suitable solvents such as trimethylamine, amines, etc.

In these reactions, the hydrogen atom of the hydroxyl group in alcohols is substituted by the methyl sulfonate group.

Their preparation involves the oxygen of the alcohol and not the carbon to which the oxygen is attached.

If the structure for the product molecule is known, then the corresponding reactant alcohol can be found out by replacing the methyl sulfonate group by the hydrogen atom.

The stereochemistry of the original alcohol and the carbon skeleton, both are maintained when the alcohols are converted to their corresponding alkyl sulfonates.

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Part VII. Below are the 'HNMR, 13 C-NMR, COSY 2D- NMR, and HSQC 2D-NMR (similar with HETCOR but axes are reversed) spectra of an organic compound with molecular formula C6H1003 - Assign chemical shift values to the H and c atoms of the compound. Find the structure. Show complete solutions. Predicted 1H NMR Spectrum 4.7 4.6 4.5 4.4 4.3 4.2 4.1 4.0 3.9 3.8 3.7 3.6 3.5 3.4 3.3 3.2 3.1 3.0 2.9 2.8 2.7 2.6 2.5 2.4 2.3 2.2 2.1 2.0 1.9 1.8 1.7 1.6 1.5 1.4 1.3 1.2 1.1 f1 (ppm) Predicted 13C NMR Spectrum 100 f1 (ppm) 30 220 210 200 190 180 170 160 150 140 130 120 110 90 80 70 -26 60 50 40 46 30 20 115 10 1.0 0.9 0.8 0 -10
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