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(a) Using the BDEs in Table 4-2 (p. 143), compute the

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

Solution for problem 17P 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 17P Using the BDEs in Table 4-2 (p. 143), compute the value of  for each step in the iodination of methane.Compute the overall value of  for iodination.Suggest two reasons why iodine does not react well with methane.
Step-by-Step Solution:

Solution:

Step 1

The iodination of methane can be carried out by the  following ways:-

I2  + CH3 I-CH3 + I .

Mechanism:-

1)Initiation:-

This step involves the generation of active species (free radical)

2) Propagation:-

This process involves the growth of a polymer chain by successive addition of monomers during propagation can be represented as follows:-

The value of ΔH° for each step in the formation of  iodination of methane can be calculate as,

For breaking I-I ,      ΔH° = +151 KJ/mole (+ 36 Kcal/mole)

For breaking H-CH3, ΔH° = +435 KJ/mole (+ 104 Kcal/mole)

For making H-I  ,      ΔH° = -297 KJ/Mole (-71 KCal/mole)

                        Total  ΔH° =      +138 KJ/mole (+ 33Kcal/mole)    

To break I-I               ΔH° =  +151 KJ/mole (+36 Kcal/mole)

To make I-CH3         ΔH° =   -234 KJ/mole (-56Kcal/mole)

                Total  ΔH° = -83 KJ/mole (-20 Kcal/mole)

Step 2 of 3

Chapter 4, Problem 17P is Solved
Step 3 of 3

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

This textbook survival guide was created for the textbook: Organic Chemistry, edition: 8. This full solution covers the following key subjects: compute, methane, Iodination, overall, bdes. This expansive textbook survival guide covers 25 chapters, and 1336 solutions. Organic Chemistry was written by and is associated to the ISBN: 9780321768414. The full step-by-step solution to problem: 17P from chapter: 4 was answered by , our top Chemistry solution expert on 05/06/17, 06:41PM. Since the solution to 17P from 4 chapter was answered, more than 395 students have viewed the full step-by-step answer. The answer to “?1. Using the BDEs in Table 4-2 (p. 143), compute the value of for each step in the iodination of methane.2. Compute the overall value of for iodination.3. Suggest two reasons why iodine does not react well with methane.” is broken down into a number of easy to follow steps, and 39 words.

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(a) Using the BDEs in Table 4-2 (p. 143), compute the