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Chapter 15: Q37. (page 570)

Question: What alkane is needed to make each alkyl halide by radical halogenation?

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01

Radical halogenation

The halogenation reaction involving the replacement of a highly reactive hydrogen atom of alkanes or alkyl substituted aromatics by any of the halide ions initiated by either heat or UV light is known as the radical halogenation reaction.

02

Identifying alkanes

The given alkyl halides are produced by the free-radical halogenation of the following compounds:


a) Replacing the bromide ion by hydrogen atom would give the corresponding alkane.


2-methyl butane

b) The halide ion is replaced by a hydrogen atom to form the corresponding hydrocarbon

Propyl cyclohexane

c) The chloride ion is replaced by the hydrogen atom to form the corresponding alkane.

2,2-Dimethyl propane

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Most popular questions from this chapter

Question: a. What product(s) (excluding stereoisomers) are formed when Y is heated with Cl2 ?

b. What product(s) (excluding stereoisomers) are formed when Y is heated with Br2?

c. What steps are needed to convert Y to the alkene Z?

Question: In the presence of a radical initiator (Z* ), tributyltin hydride ( R3SnH,R=CH3CH2CH2CH2 ) reduces alkyl halides to alkanes: R'X+R3SnH→R'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: When two monomers (X and Y) are polymerized together, a copolymer results. An alternating copolymer is formed when the two monomers X and Y alternate regularly in the polymer chain. Draw the structure of the alternating copolymer formed when the two monomers, CH2CCl2 and CH2,=CHC6H5 are polymerized together.

Question:Treatment of a hydrocarbon A (molecular formula C9H18) with Br2 in the presence of light forms alkyl halides B and C, both having molecular formula C9H17Br. Reaction of either B or C with KOC (CH3)3 forms compound D ( C9H16) as the major product. Ozonolysis of D forms cyclohexanone and acetone. Identify the structures of A–D.

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.
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