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Which of the following statements is not true?


A) Homolytic cleavage of a bond in a neutral molecule gives two radicals.
B) Radicals have one or more unpaired electrons.
C) Movement of single electrons is depicted using a "fishhook arrow".
D) The C−F bond is the weakest bond between carbon atom and a halogen.

E) B) and C)
F) C) and D)

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Which of the following has the list of compounds in the correct order of decreasing polarity (more polar > less polar) ?


A) CCl4 > CHCl3 > CH2Cl2
B) CH2Cl2 > CHCl3 > CCl4
C) CCl4 > CH2Cl2 > CHCl3
D) CHCl3 > CCl4 > CH2Cl2

E) All of the above
F) B) and C)

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The boiling points of alkanes increase as the length of the carbon chain increases but decrease as the amount of branching increases.

A) True
B) False

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction?

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The structure of (S)-2-bromobutane is given below. The structure of (S)-2-bromobutane is given below.

A) True
B) False

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What is the major product in the following reaction? ​ What is the major product in the following reaction? ​   A)  Only I B)  Only II C)  Only III D)  I, II, and III in equal amounts


A) Only I
B) Only II
C) Only III
D) I, II, and III in equal amounts

E) C) and D)
F) A) and C)

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Provide the IUPAC name of the following compound. Provide the IUPAC name of the following compound.

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(S)-4-brom...

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Which halogen is most useful in the regioselective radical halogenation of alkenes??


A) fluorine
B) chlorine
C) bromine
D) iodine

E) B) and C)
F) A) and D)

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Provide the IUPAC name of the following compound. Provide the IUPAC name of the following compound.

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(S)-2-chlo...

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Consider the following reaction. Consider the following reaction.   In the absence of peroxides, the major product of the reaction is shown below.  In the absence of peroxides, the major product of the reaction is shown below. Consider the following reaction.   In the absence of peroxides, the major product of the reaction is shown below.

A) True
B) False

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During bromination using NBS, the concentration of bromine remains ________throughout the course of the reaction.

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The number of possible monobromination products, including cis-trans isomers, of methylcyclopentane is ______.

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Consider the following reaction. Consider the following reaction.   In the presence of peroxides, the major product of the reaction is shown below.  In the presence of peroxides, the major product of the reaction is shown below. Consider the following reaction.   In the presence of peroxides, the major product of the reaction is shown below.

A) True
B) False

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The IUPAC name for the following substance is trans-1-bromo-4-methylcyclohexane. The IUPAC name for the following substance is trans-1-bromo-4-methylcyclohexane.

A) True
B) False

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What is the major organic product obtained from the following reaction? What is the major organic product obtained from the following reaction?   A)  1 B)  2 C)  3 D)  4


A) 1
B) 2
C) 3
D) 4

E) C) and D)
F) All of the above

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Provide the IUPAC name of the following compound (shown as a Fischer projection). Provide the IUPAC name of the following compound (shown as a Fischer projection).

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What is the IUPAC name of the following compound? What is the IUPAC name of the following compound?   A)  (R) -2-bromo-2-vinylpentane B)  (S) -2-bromo-2-vinylpentane C)  (S) -3-bromo-3-propyl-1-butene D)  (R) -3-bromo-3-methyl-1-hexene


A) (R) -2-bromo-2-vinylpentane
B) (S) -2-bromo-2-vinylpentane
C) (S) -3-bromo-3-propyl-1-butene
D) (R) -3-bromo-3-methyl-1-hexene

E) B) and D)
F) B) and C)

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What is the geometry of the central carbon atom of a tert-butyl radical?


A) tetrahedral
B) trigonal planar
C) trigonal pyramidal
D) square planar

E) None of the above
F) All of the above

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Which of the following accounts for the anti-Markovnikov regiochemistry of the reaction of an alkene with HBr in the presence of peroxides?


A) The alkene reacts with HBr to give a carbocation.
B) The alkene reacts with a bromine atom to give a radical.
C) The alkene reacts with a hydrogen atom to give a radical.
D) The alkene reacts with peroxide to five an allylic radical.

E) A) and D)
F) A) and C)

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What type of reactive intermediate is formed in the reaction of propene with hydrogen bromide in the presence of peroxides to give 1-bromopropane?


A) 1° radical
B) 1° carbocation
C) 1° radical.
D) 2° radical

E) C) and D)
F) A) and B)

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