Chapter 15: Q14. (page 570)
Question: Draw the monochlorination products formed when each compound is heated with Cl2. Include the stereochemistry at any stereogenic center.
a.

b.

c.

d.

Short Answer
Answer
a.

b.

c.

d.

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Chapter 15: Q14. (page 570)
Question: Draw the monochlorination products formed when each compound is heated with Cl2. Include the stereochemistry at any stereogenic center.
a.

b.

c.

d.

Answer
a.

b.

c.

d.

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Question: Draw the products of radical chlorination and bromination of each compound. For which compounds is a single constitutional isomer formed for both reactions? What must be true about the structure of a reactant for both reactions to form a single product?

Question: Calculate H0 for the rate-determining step of the reaction of CH4 with I2. Explain why this result illustrates that this reaction is extremely slow.
Question: Which compounds can be prepared in good yield by allylic halogenation of an alkene?
a.

b.

c.

Question: Draw the six products (including stereoisomers) formed when A is treated with NBS + hv.

Question: As we will learn in Chapter 30, styrene derivatives such as A can be polymerized by way of cationic rather than radical intermediates. Cationic polymerization is an example of electrophilic addition to an alkene involving carbocations.

a. Draw a short segment of the polymer formed by the polymerization of A.
b. Why does A react faster than styrene (C6H5CH=CH2)in a cationic polymerization?
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