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Iodination of alkanes using iodine (I2) is usually an

Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr ISBN: 9780321768414 33

Solution for problem 57SP Chapter 4

Organic Chemistry | 8th Edition

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Organic Chemistry | 8th Edition | ISBN: 9780321768414 | Authors: L.G. Wade Jr

Organic Chemistry | 8th Edition

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Problem 57SP

Iodination of alkanes using iodine \(\left(\mathrm{I}_{2}\right)\) is usually an unfavorable reaction. (See Problem 4-17, for example.) Tetraiodomethane \(\left(\mathrm{Cl}_{4}\right)\) can be used as the iodine source for iodination, in the presence of a free-radical initiator such as hydrogen peroxide. Propose a mechanism (involving mildly exothermic propagation steps) for the following proposed reaction. Calculate the value of  \(\Delta H\) for each of the steps in your proposed mechanism.

Equation Transcription:

Text Transcription:

(I2)

(Cl4)

\Delta H

CI4

H2O2

HCI3

I3C-I

HO-I

Step-by-Step Solution:

Solution  57SP

Here, we are going to calculate the value of  for each of the steps in your proposed mechanism.

Step 1:

Mechanism

Here, Bond dissociation energy of bonds broken :

HO-OH = 213 kJ/mol

I-CI3 = 188 kJ/mol

Bond dissociation energy for bonds formed :

HO-I = 234 kJ/mol

o = [Bond dissociation energy for bonds broken] -[Bond dissociation energy for bonds formed]

        = +188 kJ/mol - 234 kJ/mol = -46.0 kJ/mol

Step 2 of 3

Chapter 4, Problem 57SP is Solved
Step 3 of 3

Textbook: Organic Chemistry
Edition: 8
Author: L.G. Wade Jr
ISBN: 9780321768414

Since the solution to 57SP from 4 chapter was answered, more than 1511 students have viewed the full step-by-step answer. The answer to “?Iodination of alkanes using iodine \(\left(\mathrm{I}_{2}\right)\) is usually an unfavorable reaction. (See 4-17, for example.) Tetraiodomethane \(\left(\mathrm{Cl}_{4}\right)\) can be used as the iodine source for iodination, in the presence of a free-radical initiator such as hydrogen peroxide. Propose a mechanism (involving mildly exothermic propagation steps) for the following proposed reaction. Calculate the value of \(\Delta H\) for each of the steps in your proposed mechanism. Equation Transcription:Text Transcription:(I2)(Cl4)\Delta HCI4H2O2HCI3I3C-IHO-I” is broken down into a number of easy to follow steps, and 69 words. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. The full step-by-step solution to problem: 57SP from chapter: 4 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. This full solution covers the following key subjects: Iodination, iodine, proposed, steps, reaction. This expansive textbook survival guide covers 25 chapters, and 1336 solutions.

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Iodination of alkanes using iodine (I2) is usually an