ORGANIC CHEMISTRY SAPLING ACCESS + ETEX
ORGANIC CHEMISTRY SAPLING ACCESS + ETEX
6th Edition
ISBN: 9781319306977
Author: LOUDON
Publisher: INTER MAC
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Chapter 28, Problem 28.55AP
Interpretation Introduction

(a)

Interpretation:

The hydrocarbon B and the intermediate A (both with the formulas C11H10) in the following reaction sequence is to be identified. Compound B is formed spontaneously from A in a pericyclic reaction.

ORGANIC CHEMISTRY SAPLING ACCESS + ETEX, Chapter 28, Problem 28.55AP

Concept introduction:

Commonly, electrocyclic reactions are a pericyclic reaction which occur intramolecularly. These reactions will result in the formation of ring compounds under the influence of heat or light. Notably, in this process one new sigma bond is formed and one old π-bond is consumed. Intriguingly, the reverse ring opening electrocyclic reaction can also be possible to occur under the same reaction mechanism but in reverse manner.

Interpretation Introduction

(b)

Interpretation:

The proton NMR spectrum of B consists of a complex absorption at δ 7.1 (8H) and a singlet at δ (-0.5) (2H).The negative absorption for protons is to be explained.

Concept introduction:

The usage of nuclear magnetic resonance in NMR spectroscopy of hydron nuclei is termed as proton nuclear magnetic resonance spectroscopy. This is used to determine the structure of molecules with respect to 1H found within the molecules. In order to avoid the interference from solvent molecules, the analysis of 1H spectra is usually carried out in deuterated solvents such as D2O, CDCl3, DMSO-d6.Besides, tetramethyl silane is used as an internal standard.

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