Chapter 15: Q6. (page 570)
Question: Using Mechanism 15.1 as a guide, write the mechanism for the reaction of CH4with Br2 to form CH3 Br and HBr. Classify each step as initiation, propagation, or termination.
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Chapter 15: Q6. (page 570)
Question: Using Mechanism 15.1 as a guide, write the mechanism for the reaction of CH4with Br2 to form CH3 Br and HBr. Classify each step as initiation, propagation, or termination.
Answer
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Question: With reference to the indicated C-H bonds in 2-methylbutane.
a. Rank the C-H bonds in order of increasing bond length.
b. Draw the radical resulting from cleavage of each C-H bond and classify it as 10,20, or 30
c.Rank the order of radicals in order of increasing stability.
Rank the C-H bonds in order of increasing ease of H abstractions in a radical halogenation reaction.
Question: What alkane is needed to make each alkyl halide by radical halogenation?

Question: Rosmarinic acid is an antioxidant isolated from rosemary. Draw resonance structures for the radical that results from removal of the labeled H atom in rosmarinic acid.

Question: In the presence of a radical initiator (Z* ), tributyltin hydride ( R3SnH,R=CH3CH2CH2CH2 ) reduces alkyl halides to alkanes: R'X+R3SnHR'H+R3SnX. The mechanism consists of a radical chain process with an intermediate tin radical:

This reaction has been employed in many radical cyclization reactions. Draw a stepwise mechanism for the following reaction.

Question: Although CH4 reacts with Cl2 to form CH3Cl and HCl, the corresponding reaction of CH4with l2does not occur at an appreciable rate, even though the bond is much weaker than the bond. Explain why this is so.
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