ORGANIC CHEMISTRY-ACCESS
ORGANIC CHEMISTRY-ACCESS
6th Edition
ISBN: 9781260475586
Author: SMITH
Publisher: MCG
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Chapter 16.13, Problem 30P
Interpretation Introduction

Interpretation: All products formed from the treatment of m-chlorotoluene with KNH2 in NH3 are to be drawn.

Concept introduction: The replacement or substitution of one functional group with another different functional group in any chemical reaction is termed as substitution reaction. The electron rich chemical species that contains negative charge or lone pair of electrons are known as nucleophile. In nucleophilc aromatic substitution reaction, nucleophile takes the position of leaving group by addition-elimination reaction or by elimination-addition reaction.

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Part II. Given below are the 'H-NMR spectrum at 300 MHz in CDC13 and mass spectrum using electron ionization of compound Brian. The FTIR of the said compound showed a strong peak at 1710 cm"). Determine the following: (a) molecular Formula and Degree of unsaturation of compound Brian (b) Basing on the given H-NMR spectrum tabulate the following (i) chemical shifts (ii) integration, ciii) multiplicity and (iv) interferences made for each signal (c) Draw the structure of compound Brian. ) ΕΙ 43 41 27 71 114 (M+) Hmmm 20 30 40 50 60 70 80 90 100 110 120 1H NMR spectrum 300 MHz in CDCl3 2.0 alle 1.0

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