ORGANIC CHEMISTRY (LL) W/WILEYPLUS NEXT
12th Edition
ISBN: 9781119664635
Author: Solomons
Publisher: WILEY
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Textbook Question
Chapter 9, Problem 7PP
PRACTICE PROBLEM 9.7
The relative chemical shifts of the doublet and triplet of 1,1,2-trichloroethane (Fig. 9.4) and 1,1,2,3,3-pentachloropropane (Fig. 9.12) are reversed. Explain this.
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Predict the major products of this reaction:
excess
H+
NaOH
?
A
Note that the first reactant is used in excess, that is, there is much more of the first reactant than the second.
If there won't be any products, just check the box under the drawing area instead.
Explanation
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structure.
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1. For each of the reaction "railroads" below, you are either asked to give the structure(s) of the starting
material(s) or product(s), or provide reagents/conditions to accomplish the transformation, as
indicated by the boxes.
a.
NaOMe
H+
.CO,H
HO₂C
MeOH (excess)
MeOH
H3C
Br
يع
CH3
1. LiAlH4
2. H3O+
3. PBг3
H3C
1. Et-Li
2. H3O+
-CO₂Me
-CO₂Me
OH
CH3
CH3
ল
CH3
Predict the intermediate 1 and final product 2 of this organic reaction:
NaOMe
ག1, ད།་, -
+
H
You can draw 1 and 2 in any arrangement you like.
2
work up
Note: if either 1 or 2 consists of a pair of enantiomers, just draw one structure using line bonds instead of 3D (dash and wedge)
bonds at the chiral center.
Explanation
Check
Click and drag to start drawing a structure.
Х
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Chapter 9 Solutions
ORGANIC CHEMISTRY (LL) W/WILEYPLUS NEXT
Ch. 9 - Prob. 1PPCh. 9 - PRACTICE PROBLEM 9.2 What compound with molecular...Ch. 9 - PRACTICE PROBLEM 9.3
Using the method of Section...Ch. 9 - PRACTICE PROBLEM 9.4 How many signals would each...Ch. 9 - Prob. 5PPCh. 9 - Prob. 6PPCh. 9 - PRACTICE PROBLEM 9.7
The relative chemical shifts...Ch. 9 - Prob. 8PPCh. 9 - PRACTICE PROBLEM 9.9 Propose a structure for...Ch. 9 - PRACTICE PROBLEM 9.10
What is the dihedral angle...
Ch. 9 - PRACTICE PROBLEM 9.11 Draw the most stable chair...Ch. 9 - Prob. 12PPCh. 9 - PRACTICE PROBLEM 9.13 How many signals would you...Ch. 9 - Prob. 14PPCh. 9 - Prob. 15PPCh. 9 - Prob. 16PPCh. 9 - Prob. 17PPCh. 9 - PRACTICE PROBLEM 9.18
What are the expected ratios...Ch. 9 - Prob. 19PPCh. 9 - How many 1H NMR signals (not peaks) would you...Ch. 9 - How many 13C NMR signals would you predict for...Ch. 9 - Prob. 22PCh. 9 - Prob. 23PCh. 9 - Prob. 24PCh. 9 - Compound Q has the molecular formula C7H8. The...Ch. 9 - 9.26 Explain in detail how you would distinguish...Ch. 9 - Compound S (C8H16) reacts with one mole of bromine...Ch. 9 - A compound with molecular formula C4H8O has a...Ch. 9 - In the mass spectrum of 2, 6-dimethyl-4-heptanol...Ch. 9 - Prob. 30PCh. 9 - What are the masses and structures of the ions...Ch. 9 - Prob. 32PCh. 9 - Ethyl bromide and methoxybenzene (shown below)...Ch. 9 - 9.34 The homologous series of primary amines, ,...Ch. 9 - Propose a structure that is consistent with each...Ch. 9 - 9.36 Propose structures for compounds E and F....Ch. 9 - 9.37 Use the NMR and IR data below to propose a...Ch. 9 - 9.38 When dissolved in , a compound (K) with the...Ch. 9 - Compound T (C5H8O) has a strong IR absorption band...Ch. 9 - Prob. 40PCh. 9 - Deduce the structure of the compound that gives...Ch. 9 - Deduce the structure of the compound that gives...Ch. 9 - The 1H NMR spectrum of a solution of 1,...Ch. 9 - Acetic acid has a mass spectrum showing a...Ch. 9 - The 1H NMR peak for the hydroxyl proton of...Ch. 9 - The 1H NMR study of DMF (N, N-dimethylformamide)...Ch. 9 - 9.48 The mass spectra of many benzene derivatives...Ch. 9 - Prob. 49PCh. 9 - 1. Given the following information, elucidate the...Ch. 9 - Two compounds with the molecular formula C5H10O...
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