Organic Chemistry
6th Edition
ISBN: 9781936221349
Author: Marc Loudon, Jim Parise
Publisher: W. H. Freeman
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Chapter 20, Problem 20.4P
Interpretation Introduction
Interpretation:
The structure of compound from the given spectroscopy data is to be identified.
Concept introduction:
Carboxylic acid is a class of organic compound that contains a
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An organic compound B with formula C6H14O has the following:
IR Spectroscopy 2974 cm-1, 1080 cm-1
Mass Spectrometry 102 (M+), 87, 73 1H
NMR Spectroscopy Eight signals at δ 1.10 (d, 3H), 1.13 (dd, 3H), 1.14 (dd, 3H), 1.59 (ddq, 1H), 1.60 (ddq, 1H), 3.19 (ddq, 1H), 3.51 (dq, 1H), 3.50 (dq, 1H). Compound B is obtained by the reaction of compound A with NaH followed by CH3CH2Br. The stereochemistry of A is "S"
Using this information, deduce a plausible structure for Compound A with correct stereochemistry.
Provide a structure for the compound with molecular formula C5H10O and with the following spectroscopic data.IR: 1720 cm−11H NMR: 0.9δ (triplet, I=3H), 1.7δ (sextet, I=2H), 2.1δ (singlet, I=3H), 2.4δ (triplet, I=2H)
An unknown compound C3H2NCl shows moderately strong IR absorptions around 1650 cm-1 and 2200 cm-1. Its NMR spectrum consists of two doublets (J = 14 Hz) at δ 5.9 and δ 7.1. Propose a structure consistent with this data?
Chapter 20 Solutions
Organic Chemistry
Ch. 20 - Prob. 20.1PCh. 20 - Prob. 20.2PCh. 20 - Prob. 20.3PCh. 20 - Prob. 20.4PCh. 20 - Prob. 20.5PCh. 20 - Prob. 20.6PCh. 20 - Prob. 20.7PCh. 20 - Prob. 20.8PCh. 20 - Prob. 20.9PCh. 20 - Prob. 20.10P
Ch. 20 - Prob. 20.11PCh. 20 - Prob. 20.12PCh. 20 - Prob. 20.13PCh. 20 - Prob. 20.14PCh. 20 - Prob. 20.15PCh. 20 - Prob. 20.16PCh. 20 - Prob. 20.17PCh. 20 - Prob. 20.18PCh. 20 - Prob. 20.19PCh. 20 - Prob. 20.20PCh. 20 - Prob. 20.21PCh. 20 - Prob. 20.22PCh. 20 - Prob. 20.23PCh. 20 - Prob. 20.24PCh. 20 - Prob. 20.25PCh. 20 - Prob. 20.26PCh. 20 - Prob. 20.27APCh. 20 - Prob. 20.28APCh. 20 - Prob. 20.29APCh. 20 - Prob. 20.30APCh. 20 - Prob. 20.31APCh. 20 - Prob. 20.32APCh. 20 - Prob. 20.33APCh. 20 - Prob. 20.34APCh. 20 - Prob. 20.35APCh. 20 - Prob. 20.36APCh. 20 - Prob. 20.37APCh. 20 - Prob. 20.38APCh. 20 - Prob. 20.39APCh. 20 - Prob. 20.40APCh. 20 - Prob. 20.41APCh. 20 - Prob. 20.42APCh. 20 - Prob. 20.43APCh. 20 - Prob. 20.44APCh. 20 - Prob. 20.45APCh. 20 - Prob. 20.46APCh. 20 - Prob. 20.47APCh. 20 - Prob. 20.48APCh. 20 - Prob. 20.49APCh. 20 - Prob. 20.50APCh. 20 - Prob. 20.51APCh. 20 - Prob. 20.52APCh. 20 - Prob. 20.53APCh. 20 - Prob. 20.54APCh. 20 - Prob. 20.55APCh. 20 - Prob. 20.56APCh. 20 - Prob. 20.57APCh. 20 - Prob. 20.58APCh. 20 - Prob. 20.59APCh. 20 - Prob. 20.60AP
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