Organic Chemistry
Organic Chemistry
7th Edition
ISBN: 9780321803221
Author: Paula Y. Bruice
Publisher: Prentice Hall
Question
Book Icon
Chapter 16, Problem 95P

(a)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

Organic Chemistry, Chapter 16, Problem 95P , additional homework tip  1

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

(b)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction:

Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

Organic Chemistry, Chapter 16, Problem 95P , additional homework tip  2

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

(c)

Interpretation Introduction

Interpretation:

To explain the following result obtain from theHammett equation.

Concept introduction: Hammett reaction constant (ρ)is the slope of logarithm of rate constant (logk) versusHammett substitution constant (σ) graph. The logk Vs σ graph can be represented as:

Organic Chemistry, Chapter 16, Problem 95P , additional homework tip  3

The negative value of the ρ means electrons flow out from the aromatic ring in the rate-determining step and positive value of ρ electrons flow into the aromatic ring in the rate determining step.

Blurred answer
Students have asked these similar questions
Information about the mechanism of the reaction undergone by a series of substituted benzenes can be obtained by plotting the logarithm of the observed rate constant determined at a particular pH against the Hammett substituent constant (o) for the particular substituent. The o value for hydrogen is 0. Electron-donating substituents have negative o values; the more strongly electron donating the substituent, the more negative its o value. Electron-withdrawing substituents have positive o values; the more strongly electron withdrawing the substituent, the more positive its o value. The slope of a plot of the logarithm of the rate constant versus o is called the p (rho) value. The p value for the hydroxide-ion-promoted hydrolysis of a series of meta- and para-substituted ethyl benzoates is +2.46; the p value for amide formation for the reaction of a series of meta- and para-substituted anilines with benzoyl chloride is -2.78. OCH,CH3 OCH,CH3 OCH,CH3 ortho-substituted meta-substituted…
Azulene, an isomer of naphthalene, has a remarkably large dipole moment for a hydrocarbon (µ = 1.0 D). Explain using resonance structures.
Alkynes do not react directly with aqueous acid as do alkenes, but will do so in the presence of mercury(II) sulfate as a Lewis acid catalyst. The reaction occurs with Markovnikov regiochemistry, so the OH group adds to the more highly substituted carbon and the H adds to the less highly substituted carbon. The initial product of the reaction is a vinyl alcohol, also called an enol. The enol immediately rearranges to a more stable ketone via tautomerization. Draw curved arrows to show the movement of electrons in this step of the mechanism. Arrow-pushing Instructions -X티 Hö: H-O -CH3 -CH3 H30*

Chapter 16 Solutions

Organic Chemistry

Ch. 16.5 - a. What is the product of the reaction of acetyl...Ch. 16.6 - a. Which compound has the stretching vibration for...Ch. 16.6 - Using the pKa values listed in Table 15.1, predict...Ch. 16.6 - Is the following statement true or false? If the...Ch. 16.7 - What is the product of an acyl substitution...Ch. 16.8 - PROBLEM 16 Starting with acetyl chloride, what...Ch. 16.8 - Prob. 18PCh. 16.9 - We saw that it is necessary to use excess amine in...Ch. 16.9 - Prob. 20PCh. 16.9 - a. state three factors that cause the uncatalyzed...Ch. 16.10 - Prob. 23PCh. 16.10 - Using the mechanism for the acid-catalyzed...Ch. 16.10 - Prob. 25PCh. 16.10 - Prob. 27PCh. 16.10 - Write the mechanism for the acid-catalyzed...Ch. 16.10 - Write the mechanism for the acid-catalyzed...Ch. 16.11 - Prob. 30PCh. 16.12 - Prob. 31PCh. 16.12 - Prob. 32PCh. 16.13 - Prob. 34PCh. 16.13 - Which has a higher melting point, glyceryl...Ch. 16.13 - Draw the structure of an optically inactive fat...Ch. 16.13 - Draw the structure of an optically active fat...Ch. 16.14 - Show how each of the following esters could he...Ch. 16.14 - Prob. 39PCh. 16.15 - Prob. 40PCh. 16.15 - Which of the following reactions leads to the...Ch. 16.16 - Prob. 42PCh. 16.16 - Prob. 43PCh. 16.18 - Prob. 44PCh. 16.18 - Prob. 45PCh. 16.19 - Prob. 46PCh. 16.19 - Which alkyl halides from the carboxylic acids...Ch. 16.20 - Prob. 49PCh. 16.20 - Prob. 50PCh. 16.20 - Prob. 51PCh. 16.21 - Prob. 52PCh. 16.21 - Prob. 53PCh. 16.22 - How could you synthesize the following compounds...Ch. 16 - Prob. 55PCh. 16 - Name the following:Ch. 16 - Prob. 57PCh. 16 - What compound are obtained from the fallowing...Ch. 16 - a. Rank the following esters in order of...Ch. 16 - Because bromocyclohexane is a secondary alkyl...Ch. 16 - a. Which compound would you expect to have a...Ch. 16 - How could you use 1H NMR spectroscopy to...Ch. 16 - Prob. 63PCh. 16 - a. When a carboxylic acid is dissolved in...Ch. 16 - Rank the following compounds in order of...Ch. 16 - Prob. 66PCh. 16 - Prob. 67PCh. 16 - Prob. 68PCh. 16 - A compound with molecular formula C5H10O2 gives...Ch. 16 - Prob. 70PCh. 16 - Prob. 71PCh. 16 - Prob. 72PCh. 16 - Two products, A and B, are obtained from the...Ch. 16 - Prob. 74PCh. 16 - Prob. 75PCh. 16 - Prob. 76PCh. 16 - Prob. 77PCh. 16 - When treated with an equivalent of methanol,...Ch. 16 - a. Identify the two products obtained from the...Ch. 16 - Prob. 80PCh. 16 - Identity the major and minor products of the...Ch. 16 - Prob. 82PCh. 16 - When a compound with molecular formula C11H14O2...Ch. 16 - Prob. 84PCh. 16 - Prob. 85PCh. 16 - The 1H NMR spectra for two esters with molecular...Ch. 16 - Show how the following compounds could be prepared...Ch. 16 - Prob. 88PCh. 16 - Prob. 89PCh. 16 - Prob. 90PCh. 16 - The intermediate shown here is formed during the...Ch. 16 - Prob. 92PCh. 16 - Propose a mechanism that accounts for the...Ch. 16 - Catalytic antibodies catalyze a reaction by...Ch. 16 - Prob. 95P
Knowledge Booster
Background pattern image
Similar questions
SEE MORE QUESTIONS
Recommended textbooks for you
  • Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305580350
    Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
    Publisher:Cengage Learning
    Text book image
    Organic Chemistry
    Chemistry
    ISBN:9781305080485
    Author:John E. McMurry
    Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
Publisher:Cengage Learning
Text book image
Organic Chemistry
Chemistry
ISBN:9781305080485
Author:John E. McMurry
Publisher:Cengage Learning