Organic Chemistry: Structure and Function
8th Edition
ISBN: 9781319079451
Author: K. Peter C. Vollhardt, Neil E. Schore
Publisher: W. H. Freeman
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Chapter 8, Problem 35P
Interpretation Introduction
Interpretation: For processes in previous problem, a superior method needs to be explained for the processes which give poor yield of the designated product.
Concept Introduction: The general formula of a Grignard reagent is RMgBr. Here, alkyl group −R gets partial negative charge and Mg gets partial positive charge. In the reaction, the negative alkyl group acts as a nucleophile and can attack an electrophilic center.
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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
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DEPT 135
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Draw the unknown amide.
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Chapter 8 Solutions
Organic Chemistry: Structure and Function
Ch. 8.1 - Prob. 8.1ECh. 8.1 - Prob. 8.2ECh. 8.3 - Prob. 8.4TIYCh. 8.3 - Prob. 8.5ECh. 8.3 - Prob. 8.6ECh. 8.4 - Prob. 8.7ECh. 8.5 - Prob. 8.8ECh. 8.5 - Prob. 8.9ECh. 8.5 - Prob. 8.10ECh. 8.5 - Prob. 8.11E
Ch. 8.5 - Prob. 8.12ECh. 8.6 - Prob. 8.14TIYCh. 8.7 - Prob. 8.15ECh. 8.7 - Prob. 8.16ECh. 8.8 - Prob. 8.18TIYCh. 8.8 - Prob. 8.19ECh. 8.8 - Prob. 8.21TIYCh. 8 - Prob. 24PCh. 8 - Prob. 25PCh. 8 - Prob. 26PCh. 8 - Prob. 27PCh. 8 - Prob. 28PCh. 8 - Prob. 29PCh. 8 - Prob. 30PCh. 8 - Prob. 31PCh. 8 - Prob. 32PCh. 8 - Prob. 33PCh. 8 - Prob. 34PCh. 8 - Prob. 35PCh. 8 - Prob. 36PCh. 8 - Prob. 37PCh. 8 - Prob. 38PCh. 8 - Prob. 39PCh. 8 - Prob. 40PCh. 8 - Prob. 41PCh. 8 - Prob. 42PCh. 8 - Prob. 43PCh. 8 - Prob. 44PCh. 8 - Prob. 45PCh. 8 - Prob. 46PCh. 8 - Prob. 47PCh. 8 - Prob. 48PCh. 8 - Prob. 49PCh. 8 - Prob. 50PCh. 8 - Prob. 51PCh. 8 - Prob. 52PCh. 8 - Prob. 53PCh. 8 - Prob. 54PCh. 8 - Prob. 55PCh. 8 - Prob. 56PCh. 8 - Prob. 57PCh. 8 - Prob. 58PCh. 8 - Prob. 59PCh. 8 - Prob. 60PCh. 8 - Prob. 61PCh. 8 - Prob. 62PCh. 8 - Prob. 63PCh. 8 - Prob. 64PCh. 8 - Prob. 65PCh. 8 - Prob. 66P
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