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

Solution for problem 17P Chapter 4

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

Organic Chemistry | 8th Edition


Problem 17P Using the BDEs in Table 4-2 (p. 143), compute the value of \(\Delta H^{\circ}\) for each step in the iodination of methane.

Compute the overall value of \(\Delta H^{\circ}\) for iodination.

Suggest two reasons why iodine does not react well with methane.

Equation Transcription:

Text Transcription:

\Delta H^\circ

\Delta H^\circ

Accepted Solution
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)

Chapter 4, Problem 17P is Solved

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