Organic Chemistry
11th Edition
ISBN: 9781118133576
Author: T. W. Graham Solomons, Craig Fryhle
Publisher: Wiley, John & Sons, Incorporated
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Question
Chapter 17, Problem 20P
Interpretation Introduction
Interpretation:
An explanation for lower basicity of amides over
Concept introduction:
The basicity of amines depends upon the availability of lone pairs of electrons on the nitrogen atom. More the availability of electrons for donation, higher is the basicity.
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2262 Sat Aor 6
1 Which one of the following compounds is the strongest acid?
CNH2
-NH2
-CO2H
OH
CI-
СОН
CH
CH
C
A
B
2. Which one of the following amines will not produce an amide when mixed with an acid chloride?
NH
PHCH,NH2
PHNH2
Et,NH
A
C
3. What is the major product of the following sequence of reactions?
CH3 1) NBS, hv
(excess)
C(OH)3
CHO
CO2H
CH2O
2) NaOH, H20
(excess)
A
В
C
4. What is the major product of the following intramolecular aldol condensation reaction?
E
NaOH
H20
(dehydration)
A
C
3.
D.
B
19-33
Rank the amines in each set in order of increasing basicity.
(b)
sbims ne
(a)
NH2
NH2
N.
H
(c)
H
(d)
NH2
NH2
NH2
H3C
H2
(е)
NH2
CH,NH,
CONH,
Draw the reactions for the following products (any or all) (include all products).
Chapter 17 Solutions
Organic Chemistry
Ch. 17 - Practice Problem 17.1 Give an IUPAC systematic...Ch. 17 - Prob. 2PPCh. 17 - PRACTICE PROBLEM
17.3 Which acid of each pair...Ch. 17 - Practice Problem 17.3 Write structural formulas...Ch. 17 - Practice Problem 17.4
Show how each of the...Ch. 17 - Practice Problem 17.5
Show how you could prepare...Ch. 17 - Practice Problem 17.6
(a) Which of the carboxylic...Ch. 17 - Prob. 8PPCh. 17 - Prob. 9PPCh. 17 - Practice Problem 17.9
Esters can also be...
Ch. 17 - Prob. 11PPCh. 17 - Prob. 12PPCh. 17 - Practice Problem 17.12
What products would you...Ch. 17 - Practice Problem 17.13 (a) Provide the reagents...Ch. 17 - Prob. 15PPCh. 17 - Practice Problem 17.15 Using decarboxylation...Ch. 17 - Practice Problem 17.16 Diacyl peroxides, ,...Ch. 17 - Prob. 18PCh. 17 - Give an IUPAC systematic or common name for each...Ch. 17 - Prob. 20PCh. 17 - Prob. 21PCh. 17 - 17.21 What major organic product would you expect...Ch. 17 - Prob. 23PCh. 17 - Prob. 24PCh. 17 - Prob. 25PCh. 17 - Prob. 26PCh. 17 - 17.26 What products would you expect to obtain...Ch. 17 - Write structural formulas for the major organic...Ch. 17 - 17.28 Indicate reagents that would accomplish each...Ch. 17 - Write structural formulas for the major organic...Ch. 17 - Prob. 31PCh. 17 - Prob. 32PCh. 17 - Prob. 33PCh. 17 - 17.33 On heating,...Ch. 17 - Prob. 35PCh. 17 - Prob. 36PCh. 17 - 17.36 Show how pentanoic acid can be prepared from...Ch. 17 - 17.37 The active ingredient of the insect...Ch. 17 - Prob. 39PCh. 17 - Prob. 40PCh. 17 - Give stereochemical formulas for compounds AQ:...Ch. 17 - 17.41 -Glyceraldehyde can be transformed into...Ch. 17 - Prob. 43PCh. 17 - 17.44 Cantharidin is a powerful vesicant that can...Ch. 17 - Prob. 45PCh. 17 - 17.44 Given here are the NMR spectra and carbonyl...Ch. 17 - Compound X (C7H12O4) is insoluble in aqueous...Ch. 17 - 17.45 Compound Y dissolves slowly when warmed...Ch. 17 - Prob. 49PCh. 17 - Prob. 50PCh. 17 - 17.52 Starting with 1-naphthol, suggest an...Ch. 17 - Suggest a synthesis of ibuprofen (Section 5.11)...Ch. 17 - Prob. 53PCh. 17 - Prob. 54PCh. 17 - Prob. 1LGPCh. 17 - Prob. 2LGPCh. 17 - Prob. 3LGPCh. 17 - Prob. 4LGPCh. 17 - Prob. 1QCh. 17 - 17.2 Which of the following would yield...Ch. 17 - 17.3 Which reagent would serve as the basis for a...Ch. 17 - Prob. 4QCh. 17 - Complete the following synthesis.Ch. 17 - 17.6 Which of these acids would undergo...
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