Chapter 20 Multiple Choice Questions

. Which radical is most stable?

. Which radical is most stable?

. Which of (a)-(d) undergoes thermal decomposition most readily?

. Upon heating hept-3-ene in the gas phase, which bond undergoes homolysis most readily?

. Which is the main product upon photo-chlorination of methylbutane with Cl2?

. Which is the most unlikely product of photo-chlorination of methylbutane with Cl2?

. Which of (a)-(d) is the most unlikely product of bromination of 1-methylcyclohexene with NBS and initiation by photolysis of a peroxide?

. Addition of HBr to 1-methylcyclohexene may give addition products, A and B, depending on the reaction conditions: (1) in ethanoic acid under nitrogen in the dark, and (2) in CCl4 in the presence of a small amount of a peroxide. Which are the expected results?

. Which radical is not involved as an intermediate in the following reaction?

. Which of the following reactions is unlikely?

. Which radical is most stable?

. Which radical is most stable?

. Which alkane most readily undergoes thermal decomposition? Note that C-H bonds are usually stronger than C-C bonds.

. Which bond of 2-methylpentane most readily undergoes homolysis upon heating in the gas phase?

. Which is the main product upon photo-chlorination of 2-methyl-3-phenylbutane with Cl2?

. Which is the most unlikely product of photo-chlorination of 2-methyl-3-phenylbutane with Cl2?

. Which is the most likely product of bromination of 4-methylpent-2-ene with NBS and initiation by photolysis of a peroxide?

. Addition of HBr to styrene (phenylbenzene) may give addition product(s), A and/or B, depending on the reaction conditions: (1) in ethanoic acid under nitrogen in the dark and, (2) in CCl4 in the presence of a small amount of a peroxide. Which are the expected results?

. Which radical is not involved in the following reaction?

. Which combination of compounds in (a)-(d) identifies A and B in the following reaction sequence?

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