Essential Organic Chemistry (3rd Edition)
Essential Organic Chemistry (3rd Edition)
3rd Edition
ISBN: 9780321937711
Author: Paula Yurkanis Bruice
Publisher: PEARSON
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Chapter 6.5, Problem 9P

(a)

Interpretation Introduction

Interpretation:

The number of transition states present in acid catalyzed reaction of alkene has to be determined.

Concept introduction:

Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.

First step is the acid donates proton to the alkene which leads to the formation of more stable carbo cation.

Then, the water is added to the given alkene through acid catalyzed reaction where the water gets added to the carbo cation finally, the removal of one proton from oxonium ion (oxygen with one positive charge) using water results in the formation of product.

Rate determining step: In a chemical reaction the rate determining step is the slowest step in which the rate of the reaction depends on the rate of that slowest step.

Activation energy: It is defined as the minimum energy required by the reacting species in order to undergo chemical reaction.

Intermediate species: It is the species formed during the middle of the chemical reaction between the reactant and the desired product.

Transition State: The state which defines the highest potential energy with respect to reaction co-ordinate between reactant and product. It is usually denoted by using the symbol ‘≠’.

Rate constant: The rate constant for a chemical reaction is the proportionality term in the chemical reaction rate law which gives the relationship between the rate and the concentration of the reactant present in the chemical reaction.

(b)

Interpretation Introduction

Interpretation:

The number of intermediate present in the given reaction has to be determined.

Concept introduction:

Rate determining step: In a chemical reaction the rate determining step is the slowest step in which the rate of the reaction depends on the rate of that slowest step.

Activation energy: It is defined as the minimum energy required by the reacting species in order to undergo chemical reaction.

Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.

First step is the acid donates proton to the alkene which leads to the formation of more stable carbo cation.

Then, the water is added to the given alkene through acid catalyzed reaction where the water gets added to the carbo cation finally, the removal of one proton from oxonium ion (oxygen with one positive charge) using water results in the formation of product.

Intermediate species: It is the species formed during the middle of the chemical reaction between the reactant and the desired product.

Transition State: The state which defines the highest potential energy with respect to reaction co-ordinate between reactant and product. It is usually denoted by using the symbol ‘≠’.

(c)

Interpretation Introduction

Interpretation:

The step with smallest rate constant has to be determined.

Concept introduction:

Rate determining step: In a chemical reaction the rate determining step is the slowest step in which the rate of the reaction depends on the rate of that slowest step.

Activation energy: It is defined as the minimum energy required by the reacting species in order to undergo chemical reaction.

Acid Catalyzed Hydration Reaction: The reaction involves breaking of phi bonds between carbon-carbon multiple bonds and addition of alcohol to more substituted position of carbon in the molecule.

First step is the acid donates proton to the alkene which leads to the formation of more stable carbo cation.

Then, the water is added to the given alkene through acid catalyzed reaction where the water gets added to the carbo cation finally, the removal of one proton from oxonium ion (oxygen with one positive charge) using water results in the formation of product.

Intermediate species: It is the species formed during the middle of the chemical reaction between the reactant and the desired product.

Transition State: The state which defines the highest potential energy with respect to reaction co-ordinate between reactant and product. It is usually denoted by using the symbol ‘≠’.

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(c) The following data have been obtained for the hydrolysis of sucrose, C12H22O11, to glucose, C6H12O6, and fructose C6H12O6, in acidic solution: C12H22O11 + H2O → C6H12O6 + C6H12O6 [sucrose]/mol dm³ t/min 0 0.316 14 0.300 39 0.274 60 0.256 80 0.238 110 0.211 (i) Graphically prove the order of the reaction and determine the rate constant of the reaction. (ii) Determine the half-life, t½ for the hydrolysis of sucrose.
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Essential Organic Chemistry (3rd Edition)

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