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When 2,2-dimethylbutane is subjected to free-radical chlorination, ________ distinct monochlorinated products are possible and ________ of these contain asymmetric carbon atoms.

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Answer:

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Explanation:

In this case, we have to remember that in the monochlorination products we only have to add one "Cl" with this in mind, we can have several options.

a) 1-chloro-2,2-dimethylbutane

b) (R)-3-chloro-2,2-dimethylbutane

c) (S)-3-chloro-2,2-dimethylbutane

d) 1-chloro-3,3-dimethylbutane

Additionally, from these 4 molecules, we will have 2 enantiomers. (R)-3-chloro-2,2-dimethylbutane and (S)-3-chloro-2,2-dimethylbutane.

See figure 1

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There four distinct monochlorinated products and two of them contain an asymmetric carbon atom.

Free radicals refers to chemical species that posses an odd number of electrons. An asymmetric carbon atom is a carbon atom that is bonded to four different groups.

When 2,2-dimethylbutane is subjected to free-radical chlorination, four distinct monochlorinated products are possible and two of these contain asymmetric carbon atoms.

The  four distinct monochlorinated products are;

  • 1-chloro-2,2-dimethylbutane
  • (R)-3-chloro-2,2-dimethylbutane
  •  (S)-3-chloro-2,2-dimethylbutane
  •  1-chloro-3,3-dimethylbutane

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