PKG ORGANIC CHEMISTRY
5th Edition
ISBN: 9781259963667
Author: SMITH
Publisher: MCG
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Question
Chapter 7, Problem 7.11P
Interpretation Introduction
Interpretation: The molecules that contain good leaving groups are to be identified.
Concept Introduction: In nucleophilic substitution reaction, nucleophile takes the position of leaving group by attacking on the electron deficient carbon atom. The good leaving groups are weak base whose conjugate acids have low
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Part V. Label ad match the carbons in compounds Jane and Diane
w/ the corresponding peak no.
in the
Spectra (Note: use the given peak no. To label the carbons, other peak
no are intentionally
omitted)
7 4 2
-0.13
-0.12
-0.11
-0.10
-0.08
8
CI
Jane
1
-0.09
5
210
200
190
180
170
160
150
140
130
120
110
100
-8
90
f1 (ppm)
11
8
172.4
172.0
f1 (ppr
HO
CI
NH
Diane
7
3
11
80
80
-80
-R
70
60
60
2
5
-8
50
40
8.
170
160
150
140
130
120
110
100
90
-0
80
70
20
f1 (ppm)
15
30
-20
20
-60
60
-0.07
-0.06
-0.05
-0.04
-0.03
-0.02
-0.01
-0.00
-0.01
10
-0.17
16
15
56
16
-0.16
-0.15
-0.14
-0.13
-0.12
-0.11
-0.10
-0.09
-0.08
-0.07
-0.06
-0.05
-0.04
17.8 17.6 17.4 17.2 17.0
f1 (ppm)
-0.03
-0.02
550
106
40
30
20
20
-0.01
-0.00
F-0.01
10
0
Chapter 7 Solutions
PKG ORGANIC CHEMISTRY
Ch. 7 - Problem 7.1 Telfairine, a naturally occurring...Ch. 7 - Give the IUPAC name for each compound. a. b. c. d.Ch. 7 - Prob. 7.3PCh. 7 - An sp3 hybridized CCl bond is more polar than an...Ch. 7 - Prob. 7.5PCh. 7 - Problem 7.6 Identify the nucleophile and leaving...Ch. 7 - Prob. 7.7PCh. 7 - Prob. 7.8PCh. 7 - What neutral nucleophile is needed to convert...Ch. 7 - Prob. 7.10P
Ch. 7 - Prob. 7.11PCh. 7 - Does the equilibrium favor the reactants or...Ch. 7 - Prob. 7.13PCh. 7 - Classify each solvent as protic or aprotic. a. b....Ch. 7 - Prob. 7.15PCh. 7 - Prob. 7.16PCh. 7 - Prob. 7.17PCh. 7 - Prob. 7.18PCh. 7 - Prob. 7.19PCh. 7 - Draw the product of each SN2 reaction and indicate...Ch. 7 - Prob. 7.21PCh. 7 - Prob. 7.22PCh. 7 - What happens to the rate of an SN1 reaction under...Ch. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Classify each carbocation as 1,2, or 3. a. b. c....Ch. 7 - Prob. 7.26PCh. 7 - Prob. 7.27PCh. 7 - Prob. 7.28PCh. 7 - Prob. 7.29PCh. 7 - Problem 7.30 For each alkyl halide and...Ch. 7 - Prob. 7.31PCh. 7 - Prob. 7.32PCh. 7 - Prob. 7.33PCh. 7 - Prob. 7.34PCh. 7 - Prob. 7.35PCh. 7 - Prob. 7.36PCh. 7 - Prob. 7.37PCh. 7 - Prob. 7.38PCh. 7 - Prob. 7.39PCh. 7 - Give the IUPAC name for each compound, including...Ch. 7 - Draw the products formed when each alkyl halide is...Ch. 7 - Give the IUPAC name for each compound. a. c. e. b....Ch. 7 - Prob. 7.43PCh. 7 - Draw the eight constitutional isomers having the...Ch. 7 - Which compound in each pair has the higher boiling...Ch. 7 - Draw the products of each nucleophilic...Ch. 7 - Prob. 7.47PCh. 7 - Rank the species in each group in order of...Ch. 7 - Which of the following nucleophilic substitution...Ch. 7 - Rank the species in each group in order of...Ch. 7 - Prob. 7.51PCh. 7 - Prob. 7.52PCh. 7 - 7.53 Consider the following reaction.
Draw a...Ch. 7 - Prob. 7.54PCh. 7 - Draw the products of each SN2 reaction and...Ch. 7 - Prob. 7.56PCh. 7 - Prob. 7.57PCh. 7 - Consider the following SN1 reaction. a.Draw a...Ch. 7 - 7.59 Pick the reactant or solvent in each part...Ch. 7 - Draw the products of each SN1 reaction and...Ch. 7 - Prob. 7.61PCh. 7 - Prob. 7.62PCh. 7 - Prob. 7.63PCh. 7 - Fluticasone, the chapter-opening molecule, can be...Ch. 7 - Prob. 7.65PCh. 7 - 7.66 Diphenhydramine, the antihistamine in...Ch. 7 - Draw a stepwise, detailed mechanism for the...Ch. 7 - When a single compound contains both a nucleophile...Ch. 7 - Prob. 7.69PCh. 7 - Prob. 7.70PCh. 7 - Draw a stepwise, detailed mechanism f or the...Ch. 7 - Prob. 7.72PCh. 7 - Fill in the appropriate reagent or starting...Ch. 7 - Devise a synthesis of each compound from an alkyl...Ch. 7 - Suppose you have compounds A-D at y our disposal....Ch. 7 - Muscalure, the sex pheromone of the common...Ch. 7 - Prob. 7.77PCh. 7 - Prob. 7.78PCh. 7 - Draw a stepwise mechanism for the following...Ch. 7 - 7.80 As we will learn in Chapter 9, an epoxide is...Ch. 7 - Prob. 7.81PCh. 7 - In some nucleophilic substitutions under SN1...
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