Organic Chemistry: Principles And Mechanisms (second Edition)
2nd Edition
ISBN: 9780393630749
Author: KARTY, Joel
Publisher: W. W. Norton & Company
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Chapter 2, Problem 2.26P
Interpretation Introduction
Interpretation:
Compounds A-E are to be ranked in order from least to most soluble in water.
Concept introduction:
Solubility of a compound in a particular solvent depends on the dominant intermolecular force present in that compound. The general rule of solubility is “like dissolves like.” This means that polar compounds tend to be soluble in polar solvents but insoluble in non-polar solvents and vice versa.
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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
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0
Draw the unknown amide.
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Dow
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Chapter 2 Solutions
Organic Chemistry: Principles And Mechanisms (second Edition)
Ch. 2 - Prob. 2.1PCh. 2 - Prob. 2.2PCh. 2 - Prob. 2.3PCh. 2 - Prob. 2.4PCh. 2 - Prob. 2.5PCh. 2 - Prob. 2.6PCh. 2 - Prob. 2.7PCh. 2 - Prob. 2.8PCh. 2 - Prob. 2.9PCh. 2 - Prob. 2.10P
Ch. 2 - Prob. 2.11PCh. 2 - Prob. 2.12PCh. 2 - Prob. 2.13PCh. 2 - Prob. 2.14PCh. 2 - Prob. 2.15PCh. 2 - Prob. 2.16PCh. 2 - Prob. 2.17PCh. 2 - Prob. 2.18PCh. 2 - Prob. 2.19PCh. 2 - Prob. 2.20PCh. 2 - Prob. 2.21PCh. 2 - Prob. 2.22PCh. 2 - Prob. 2.23PCh. 2 - Prob. 2.24PCh. 2 - Prob. 2.25PCh. 2 - Prob. 2.26PCh. 2 - Prob. 2.27PCh. 2 - Prob. 2.28PCh. 2 - Prob. 2.29PCh. 2 - Prob. 2.30PCh. 2 - Prob. 2.31PCh. 2 - Prob. 2.32PCh. 2 - Prob. 2.33PCh. 2 - Prob. 2.34PCh. 2 - Prob. 2.35PCh. 2 - Prob. 2.36PCh. 2 - Prob. 2.37PCh. 2 - Prob. 2.38PCh. 2 - Prob. 2.39PCh. 2 - Prob. 2.40PCh. 2 - Prob. 2.41PCh. 2 - Prob. 2.42PCh. 2 - Prob. 2.43PCh. 2 - Prob. 2.44PCh. 2 - Prob. 2.45PCh. 2 - Prob. 2.46PCh. 2 - Prob. 2.47PCh. 2 - Prob. 2.48PCh. 2 - Prob. 2.49PCh. 2 - Prob. 2.50PCh. 2 - Prob. 2.51PCh. 2 - Prob. 2.52PCh. 2 - Prob. 2.53PCh. 2 - Prob. 2.54PCh. 2 - Prob. 2.55PCh. 2 - Prob. 2.56PCh. 2 - Prob. 2.57PCh. 2 - Prob. 2.58PCh. 2 - Prob. 2.59PCh. 2 - Prob. 2.60PCh. 2 - Prob. 2.61PCh. 2 - Prob. 2.62PCh. 2 - Prob. 2.63PCh. 2 - Prob. 2.64PCh. 2 - Prob. 2.65PCh. 2 - Prob. 2.66PCh. 2 - Prob. 2.67PCh. 2 - Prob. 2.68PCh. 2 - Prob. 2.69PCh. 2 - Prob. 2.70PCh. 2 - Prob. 2.71PCh. 2 - Prob. 2.72PCh. 2 - Prob. 2.1YTCh. 2 - Prob. 2.2YTCh. 2 - Prob. 2.3YTCh. 2 - Prob. 2.4YTCh. 2 - Prob. 2.5YTCh. 2 - Prob. 2.6YTCh. 2 - Prob. 2.7YTCh. 2 - Prob. 2.8YTCh. 2 - Prob. 2.9YTCh. 2 - Prob. 2.10YTCh. 2 - Prob. 2.11YTCh. 2 - Prob. 2.12YTCh. 2 - Prob. 2.13YTCh. 2 - Prob. 2.14YTCh. 2 - Prob. 2.15YTCh. 2 - Prob. 2.16YTCh. 2 - Prob. 2.17YTCh. 2 - Prob. 2.18YTCh. 2 - Prob. 2.19YTCh. 2 - Prob. 2.20YT
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