ORGANIC CHEMISTRY
9th Edition
ISBN: 9780134645704
Author: WADE AND SIMEK
Publisher: PEARSON
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Textbook Question
Chapter 11.6, Problem 11.11P
Predict the products of the following reactions.
- a. cyclohexylmethanol + TsCl/pyridine
- b. product of (a) + LiAlH4
- c. 1—methylcyclohexanol + H2SO4, heat
- d. product of (c) + H2, Pt
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3. Consider the compounds below and determine if they are aromatic, antiaromatic, or
non-aromatic. In case of aromatic or anti-aromatic, please indicate number of I
electrons in the respective systems. (Hint: 1. Not all lone pair electrons were explicitly
drawn and you should be able to tell that the bonding electrons and lone pair electrons
should reside in which hybridized atomic orbital 2. You should consider ring strain-
flexibility and steric repulsion that facilitates adoption of aromaticity or avoidance of anti-
aromaticity)
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Aromaticity
(Circle)
Aromatic Aromatic Aromatic Aromatic Aromatic
Antiaromatic Antiaromatic Antiaromatic Antiaromatic Antiaromatic
nonaromatic nonaromatic nonaromatic nonaromatic nonaromatic
aromatic TT
electrons
Me
H
Me
Aromaticity
(Circle)
Aromatic Aromatic Aromatic
Aromatic Aromatic
Antiaromatic Antiaromatic Antiaromatic Antiaromatic Antiaromatic
nonaromatic nonaromatic nonaromatic nonaromatic nonaromatic
aromatic πT
electrons
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A chemistry graduate student is studying the rate of this reaction:
2 HI (g) →H2(g) +12(g)
She fills a reaction vessel with HI and measures its concentration as the reaction proceeds:
time
(minutes)
[IH]
0
0.800M
1.0
0.301 M
2.0
0.185 M
3.0
0.134M
4.0
0.105 M
Use this data to answer the following questions.
Write the rate law for this reaction.
rate
= 0
Calculate the value of the rate constant k.
k =
Round your answer to 2 significant digits. Also be
sure your answer has the correct unit symbol.
Chapter 11 Solutions
ORGANIC CHEMISTRY
Ch. 11.1 - Prob. 11.1PCh. 11.2C - Prob. 11.2PCh. 11.3 - Prob. 11.3PCh. 11.3 - Prob. 11.4PCh. 11.3 - Prob. 11.5PCh. 11.3 - Suggest the most appropriate method for each of...Ch. 11.4 - A chronic alcoholic requires a much larger dose of...Ch. 11.4 - Unlike ethylene glycol, propylene glycol...Ch. 11.5 - Predict the major products of the following...Ch. 11.5 - Show how you would convert propan-1-ol to the...
Ch. 11.6 - Predict the products of the following reactions....Ch. 11.7A - Propose a mechanism for the reaction of a....Ch. 11.7B - Prob. 11.13PCh. 11.7B - Show how you would use a simple chemical test to...Ch. 11.7C - Neopentyl alcohol, (CH3)3CCH2OH, reacts with...Ch. 11.7C - Prob. 11.16PCh. 11.7C - When cis-2-methylcyclohexanol reacts with the...Ch. 11.8 - Prob. 11.18PCh. 11.9 - Prob. 11.19PCh. 11.9 - Prob. 11.20PCh. 11.9 - Prob. 11.21PCh. 11.10A - Prob. 11.22PCh. 11.10A - Some alcohols undergo rearrangement or other...Ch. 11.10B - Prob. 11.24PCh. 11.10B - Explain why the acid-catalyzed condensation is a...Ch. 11.10B - Prob. 11.26PCh. 11.10B - When the following substituted cycloheptanol...Ch. 11.11A - Prob. 11.28PCh. 11.11A - Prob. 11.29PCh. 11.11B - Predict the products formed by periodic acid...Ch. 11.12 - Prob. 11.31PCh. 11.13A - Prob. 11.32PCh. 11.14 - Prob. 11.33PCh. 11.14 - a. Show how ethanol and cyclohexanol may be used...Ch. 11.14 - Prob. 11.35PCh. 11.14 - Phenols (pKa 10) are more acidic than other...Ch. 11.14 - To practice working through the early parts of a...Ch. 11.14 - Prob. 11.38PCh. 11 - Predict the major products of the following...Ch. 11 - Show how you would convert 2-methylcyclopentanol...Ch. 11 - In each case, show how you would synthesize the...Ch. 11 - Prob. 11.42SPCh. 11 - Prob. 11.43SPCh. 11 - Prob. 11.44SPCh. 11 - Both cis- and trans-2-methylcyclohexanol undergo...Ch. 11 - Prob. 11.46SPCh. 11 - Prob. 11.47SPCh. 11 - Show how you would make each compound, beginning...Ch. 11 - Predict the major products (including...Ch. 11 - Show how you would use simple chemical tests to...Ch. 11 - The compound shown below has three different types...Ch. 11 - Prob. 11.52SPCh. 11 - Prob. 11.53SPCh. 11 - Prob. 11.54SPCh. 11 - Prob. 11.55SPCh. 11 - Show how you would synthesize the following...Ch. 11 - Show how you would synthesize the following...Ch. 11 - The following pseudo-syntheses (guaranteed not to...Ch. 11 - Two unknowns, X and Y, both having the molecular...Ch. 11 - The Williamson ether synthesis involves the...Ch. 11 - Prob. 11.61SPCh. 11 - Prob. 11.62SPCh. 11 - Alcohols combine with ketones and aldehydes to...Ch. 11 - Prob. 11.64SPCh. 11 - Prob. 11.65SPCh. 11 - Prob. 11.66SP
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