Organic Chemistry (6th Edition)
6th Edition
ISBN: 9781260119107
Author: Janice Gorzynski Smith
Publisher: McGraw Hill Education
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Chapter 23, Problem 61P
A chiral
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(a) Compound Z is a tertiary aromatic amine with the formula, C8H11N. Provide a chemical structure for compound Z.
(b)nDraw the structure of the product formed exclusively when nitrous acid reacts with Z.
Using the data in Appendix C, determine which of the following bases is strong enough to deprotonate acetonitrile (CH3CN), so that equilibrium favors the products: (a) NaH; (b) Na2CO3; (c) NaOH; (d) NaNH2; (e) NaHCO3.
Given that C6H11COOH has a pKa = 4.8 and C6H11N+H3 has a pKa = 10.7,
(a) What pH would you make the water layer to cause the carboxylic acid to dissolve in the water layer and the amine to dissolve in the ether layer? (b) What pH would you make the water layer to cause the carboxylic acid to dissolve in the ether layer and the amine to dissolve in the water layer?
Chapter 23 Solutions
Organic Chemistry (6th Edition)
Ch. 23.2 - Prob. 1PCh. 23.3 - Prob. 2PCh. 23.3 - Prob. 3PCh. 23.4 - Prob. 4PCh. 23.6 - Prob. 7PCh. 23.6 - Prob. 8PCh. 23.6 - Prob. 9PCh. 23.6 - Prob. 10PCh. 23.6 - Prob. 11PCh. 23.6 - Prob. 12P
Ch. 23.6 - Prob. 13PCh. 23.6 - Prob. 14PCh. 23.6 - Prob. 15PCh. 23.8 - Prob. 16PCh. 23.8 - Problem 25.18
Write out steps to show how each of...Ch. 23.9 - Prob. 18PCh. 23.9 - Prob. 19PCh. 23.9 - Prob. 20PCh. 23.9 - Problem 25.22
Which nitrogen atom in each compound...Ch. 23.9 - Prob. 22PCh. 23.10 - Prob. 23PCh. 23.10 - Prob. 24PCh. 23.11 - Prob. 25PCh. 23.11 - Prob. 26PCh. 23.11 - Problem 25.28
Draw the major product formed in...Ch. 23.12 - Prob. 28PCh. 23.13 - Prob. 29PCh. 23 - Give a systematic or common name for each...Ch. 23 - Prob. 38PCh. 23 - 25.40 How many stereogenic centers are present in...Ch. 23 - 25.41 Rank the compounds in each group in order of...Ch. 23 - 25.42 Decide which atom in each molecule is most...Ch. 23 - Prob. 47PCh. 23 - Prob. 48PCh. 23 - Prob. 49PCh. 23 - 25.52 Draw the products formed when methylaniline ...Ch. 23 - Prob. 53PCh. 23 - 25.60 A chiral amine A having the configuration...Ch. 23 - Prob. 68PCh. 23 - Prob. 69PCh. 23 - Prob. 70PCh. 23 - 25.70 Devise a synthesis of each biologically...Ch. 23 - 25.71 Devise a synthesis of each compound from...
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