ORGANIC CHEMISTRY-ACCESS PACKAGE
ORGANIC CHEMISTRY-ACCESS PACKAGE
4th Edition
ISBN: 9781119833130
Author: Klein
Publisher: WILEY
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Chapter 12, Problem 66IP
Interpretation Introduction

Interpretation:

At least two different methods for preparing 1methylcyclohexene from 1methylcyclohexanol are to be determined.

Concept introduction:

Synthesis of an unsaturated hydrocarbon from alcohol generally involves dehydration or an elimination reaction, depending on the type of starting material, reagents, and the products. Using a mineral strong acid like H2SO4 or using an organic compound like TsCl, Zaitsev elimination can also be done.

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When an unknown amine reacts with an unknown acid chloride, an amide with a molecular mass of 163 g/mol (M* = 163 m/z) is formed. In the infrared spectrum, important absorptions appear at 1661, 750 and 690 cm. The 13C NMR and DEPT spectra are provided. Draw the structure of the product as the resonance contributor lacking any formal charges. 13C NMR DEPT 90 200 160 120 80 40 0 200 160 120 80 40 0 DEPT 135 T 200 160 120 80 40 0 Draw the unknown amide. Select Dow Templates More Frage
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How to Design a Total Synthesis; Author: Chemistry Unleashed;https://www.youtube.com/watch?v=9jRfAJJO7mM;License: Standard YouTube License, CC-BY