27. An alternative step in the free radical chlorination mechanism, of methane might be as follows: What is the reason that this step is not observed? Consider the "propagation step-2" of th radical mechanism. Cl• + CH4 → CH3CI + H• 1. Cl• cannot approach the carbon atom close enough to form a bond because of steric interference from hydrogens 2. H• is not among the products of methane chlorination 3. Cl• can only bond to hydrogen atoms 4. this step is too endothermic as compared to alternatives 5. this step is too exothermic

Organic Chemistry
8th Edition
ISBN:9781305580350
Author:William H. Brown, Brent L. Iverson, Eric Anslyn, Christopher S. Foote
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Chapter8: Haloalkanes, Halogenation, And Radical Reactions
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Problem 8.21P
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27. An alternative step in the free radical chlorination mechanism, of methane might be as
follows:
What is the reason that this step is not observed? Consider the "propagation step-2" of the
radical mechanism.
Cl• + CH4
→ CH3CI + H•
1. Cl• cannot approach the carbon atom close enough to form a bond because of steric
interference from hydrogens
2. H• is not among the products of methane chlorination
3. Cl• can only bond to hydrogen atoms
4. this step is too endothermic as compared to alternatives
5. this step is too exothermic
Transcribed Image Text:27. An alternative step in the free radical chlorination mechanism, of methane might be as follows: What is the reason that this step is not observed? Consider the "propagation step-2" of the radical mechanism. Cl• + CH4 → CH3CI + H• 1. Cl• cannot approach the carbon atom close enough to form a bond because of steric interference from hydrogens 2. H• is not among the products of methane chlorination 3. Cl• can only bond to hydrogen atoms 4. this step is too endothermic as compared to alternatives 5. this step is too exothermic
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