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Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
7th Edition
ISBN: 9780134240152
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Textbook Question
Chapter 19, Problem 87P
Using resonance contributors for the carbocation intermediate, explain why a phenyl group is an ortho-para director.
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Students have asked these similar questions
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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)
H H
N
N:
NH2
N
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
H
HH…
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 19 Solutions
Organic Chemistry; Modified MasteringChemistry with Pearson eText -- ValuePack Access Card; Study Guide and Student Solutions Manual for Organic Chemistry, Books a la Carte Edition (7th Edition)
Ch. 19.1 - Draw the structure for each of the following: a....Ch. 19.2 - PROBLEM 2
If electrophilic addition to benzene is...Ch. 19.4 - Why does hydration inactivate FeBr3?Ch. 19.6 - Prob. 5PCh. 19.7 - Prob. 6PCh. 19.8 - What is the major product of a Friedel-Crafts...Ch. 19.10 - Describe two ways to prepare each of the following...Ch. 19.12 - Prob. 9PCh. 19.13 - Name the following:Ch. 19.13 - Prob. 12P
Ch. 19.13 - Prob. 13PCh. 19.13 - Prob. 14PCh. 19.14 - Prob. 15PCh. 19.14 - List the compounds in each set from most reactive...Ch. 19.15 - Prob. 18PCh. 19.15 - What product(s) result from nitration of each of...Ch. 19.15 - Prob. 20PCh. 19.16 - Which acid in each of the following pairs is...Ch. 19.16 - Prob. 23PCh. 19.16 - Prob. 24PCh. 19.18 - Show how the following compounds can be...Ch. 19.18 - Give the products, if any, of each of the...Ch. 19.19 - a. Does a coupling reaction have to be used to...Ch. 19.19 - PROBLEM 28
Show how each of the following...Ch. 19.20 - What is the major product(s) of each of the...Ch. 19.20 - Prob. 30PCh. 19.21 - Why isn't FeBr3 used as a catalyst in the first...Ch. 19.21 - Prob. 33PCh. 19.21 - Write the sequence of steps required for the...Ch. 19.21 - Prob. 35PCh. 19.22 - What product is formed from reaction of...Ch. 19.22 - Prob. 37PCh. 19.22 - Draw the structure of the activated ring and the...Ch. 19.23 - Prob. 39PCh. 19.23 - Prob. 40PCh. 19.23 - Diazomethane can be used to convert a carboxylic...Ch. 19.24 - Prob. 42PCh. 19.24 - Prob. 43PCh. 19.24 - Prob. 44PCh. 19.25 - Prob. 45PCh. 19 - Draw the structure for each of the following: a....Ch. 19 - Prob. 47PCh. 19 - Prob. 48PCh. 19 - Prob. 49PCh. 19 - For each of the statements in Column I, choose a...Ch. 19 - What product is obtained from the reaction of...Ch. 19 - Draw the product(s) of each of the following...Ch. 19 - Rank the following substituted anilines from most...Ch. 19 - Prob. 54PCh. 19 - The compound with the 1H NMR spectrum shown below...Ch. 19 - Prob. 56PCh. 19 - Show how the following compounds can be...Ch. 19 - Prob. 58PCh. 19 - Rank each group of compounds from most reactive to...Ch. 19 - Prob. 60PCh. 19 - Describe two ways to prepare anisole from benzene.Ch. 19 - For each of the following components, indicate the...Ch. 19 - Prob. 63PCh. 19 - Prob. 64PCh. 19 - Prob. 65PCh. 19 - Prob. 66PCh. 19 - An aromatic hydrocarbon with a molecular formula...Ch. 19 - The following tertiary alkyl bromides undergo an...Ch. 19 - Show how the following compounds can be...Ch. 19 - Use the four compounds shown below to answer the...Ch. 19 - a. Rank the following esters from most reactive to...Ch. 19 - A mixture of 0.10 mol benzene and 0.10 mol...Ch. 19 - Prob. 73PCh. 19 - Benzene underwent a Friedel-Crafts acylation...Ch. 19 - Prob. 75PCh. 19 - Prob. 76PCh. 19 - Prob. 77PCh. 19 - Friedel-Crafts alkylations can be carried out with...Ch. 19 - Show how the following compounds can be prepared...Ch. 19 - Prob. 80PCh. 19 - Prob. 81PCh. 19 - a. Describe four ways the following reaction can...Ch. 19 - Propose a mechanism for each of the following...Ch. 19 - Prob. 84PCh. 19 - Describe how naphthalene can he prepared from the...Ch. 19 - Prob. 86PCh. 19 - Using resonance contributors for the carbocation...Ch. 19 - Prob. 88PCh. 19 - When heated with chromic acid, compound A forms...Ch. 19 - Prob. 90PCh. 19 - Prob. 91PCh. 19 - What reagents are required to carry out the...Ch. 19 - Show how the following compounds can be prepared...Ch. 19 - An unknown compound reacts with ethyl chloride and...Ch. 19 - How can you distinguish the following compounds...Ch. 19 - P-Fluoronitrobenzene is more reactive toward...Ch. 19 - a. Explain why the following reaction leads to the...Ch. 19 - Describe how mescaline can be synthesized from...Ch. 19 - Propose a mechanism for the following reaction...Ch. 19 - Explain why hydroxide ion catalyzes the reaction...Ch. 19 - Propose a mechanism for each of the following...Ch. 19 - Prob. 102PCh. 19 - Prob. 103PCh. 19 - Describe how 3-methyl-1-phenyl-3-pentanol can he...Ch. 19 - a. How can aspirin be synthesized from benzene? b....Ch. 19 - Prob. 106PCh. 19 - Show how Novocain, a painkiller used frequently by...Ch. 19 - Prob. 108PCh. 19 - Saccharin, an artificial sweetener, is about 300...
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