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Chapter 15: Q38. (page 570)

Question: Which alkyl halides can be prepared in good yield by radical halogenation of an alkane?

Short Answer

Expert verified

Answer

The tertiary alkyl halide (a) would be prepared in good yield by radical halogenation of an alkane.

Step by step solution

01

Radical halogenation

The organic reaction involving the substitution of the most reactive hydrogen atom in an alkane by a halide ion, namely chloride ion or bromide ion to form the corresponding alkyl halide is known as the radical halogenation reaction.

02

Predominance of alkyl halide

The relative stability of carbocations is as follows,

Tertiary > Secondary > Primary

Among the given set of alkyl halides, the one with the halide ion bonded to a tertiary carbon atom would be prepared in good yield.

a.

Therefore, compound (a) is prepared in good yield.

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Most popular questions from this chapter

Question: Draw all constitutional isomers formed by monochlorination of each alkane with Cl2 and hv.

Question: Draw the product(s) formed when each alkene is treated with either [1] HBr alone; or [2] HBr in the presence of peroxides.

a.

b.

c.

Question: The triphenylmethyl radical is an unusual persistent radical present in solution in equilibrium with its dimer. For 70 years the dimer was thought to be hexaphenylethane, but in 1970, NMR data showed it to be A.

a. Why is the triphenylmethyl radical more stable than most other radicals?

b. Use curved arrow notation to show how two triphenylmethyl radicals dimerize to form A.

c. Propose a reason for the formation of A rather than hexaphenylethane.d. How could 1 H and 13C NMR spectroscopy be used to distinguish between hexaphenylethane and A?

Question: Draw the major product formed when each cycloalkane is heated with Br2.

a.

b.

c.

d.

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?
See all solutions

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