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Which of the following compounds contain primary (1°) radical carbons? Which of the following compounds contain primary (1°)  radical carbons?   A) Only I B) Only II C) Only III D) Only II and IV


A) Only I
B) Only II
C) Only III
D) Only II and IV

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

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Rank the following radicals in order of increasing stability, putting the least stable first. Rank the following radicals in order of increasing stability, putting the least stable first.   A) III< I < II B) I < II < III C) III < II < I D) I < III < II


A) III< I < II
B) I < II < III
C) III < II < I
D) I < III < II

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

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What type of reactive intermediate is formed in the reaction of propene with N-bromosuccinimide (NBS) to give 3-bromo-1-propene?


A) Cyclic bromonium ion
B) Allylic carbocation
C) Allylic carbanion
D) Allylic radical

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

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Which of the following compounds contain tertiary (3°) radical carbons? Which of the following compounds contain tertiary (3°)  radical carbons?   A) Only I B) Only II C) Only III D) Only II and IV


A) Only I
B) Only II
C) Only III
D) Only II and IV

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

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Determine the monochlorination product(s) . Determine the monochlorination product(s) .   A) Only I B) Only II C) Only III D) Only I and II


A) Only I
B) Only II
C) Only III
D) Only I and II

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

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Which of the following statements about radicals and radical reactions is not true?


A) Most radicals are unstable.
B) A radical contains an atom that has an octet of electrons.
C) Half-headed arrows are used to show the movement of lone electrons.
D) A radical is formed by homolysis of a covalent bond.

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

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What is the product of the following reaction? What is the product of the following reaction?   A) I B) II C) III D) IV


A) I
B) II
C) III
D) IV

E) B) and D)
F) None of the above

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Which of the following statements about the stereochemistry of halogenation reactions is true?


A) An achiral starting material always gives an achiral product only.
B) An achiral starting material always gives a racemic product only.
C) The configuration at a stereogenic center of a product must change even if a reaction does not occur at a stereogenic center.
D) An achiral starting material always gives either an achiral or a racemic product.

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

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D

Identify the monomer used to make the following polymer. Identify the monomer used to make the following polymer.   A) I B) II C) III D) IV


A) I
B) II
C) III
D) IV

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

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Which of the following statements about chlorination and bromination is true?


A) Bromination is unselective, yielding a mixture of products.
B) Chlorination is often selective, yielding one major product.
C) Chlorination is faster than bromination.
D) Bromination is faster than chlorination.

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

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Identify the monomer used to make the following polymer. Identify the monomer used to make the following polymer.   A) I B) II C) III D) IV


A) I
B) II
C) III
D) IV

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

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Which of the following is a radical scavenger?


A) O3
B) O2
C) Vitamin C
D) CO2

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

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B

Which of the following alkenes undergoes allylic bromination to form a single monobrominated product? Which of the following alkenes undergoes allylic bromination to form a single monobrominated product?   A) I B) II C) III D) IV


A) I
B) II
C) III
D) IV

E) None of the above
F) B) and D)

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A

Which of the following statements about chlorination is true?


A) The rate-determining step in chlorination is endothermic.
B) The transition state resembles the product.
C) The more stable radical is formed faster.
D) A mixture of products results.

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

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Which of the indicated hydrogens is most readily abstracted in a free radical halogenation reaction? Which of the indicated hydrogens is most readily abstracted in a free radical halogenation reaction?   A) I B) II C) III D) IV


A) I
B) II
C) III
D) IV

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

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A possible reaction of ethane with chlorine is shown below.This reaction could conceivably occur by the following chain mechanisms [1], [2], and [3].The chain initiating step(s) is (are) _____. <sup> </sup>A possible reaction of ethane with chlorine is shown below.This reaction could conceivably occur by the following chain mechanisms [1], [2], and [3].The chain initiating step(s)  is (are)  _____.     A) Only [1] B) Only [2] C) Only [3] D) Only [1] and [2] <sup> </sup>A possible reaction of ethane with chlorine is shown below.This reaction could conceivably occur by the following chain mechanisms [1], [2], and [3].The chain initiating step(s)  is (are)  _____.     A) Only [1] B) Only [2] C) Only [3] D) Only [1] and [2]


A) Only [1]
B) Only [2]
C) Only [3]
D) Only [1] and [2]

E) A) and B)
F) None of the above

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Determine the product of the following reaction. Determine the product of the following reaction.   A) I B) II C) III D) IV


A) I
B) II
C) III
D) IV

E) None of the above
F) A) and B)

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How many monochlorination products can be formed (constitutional isomers only) from the reaction of (CH3) 2CHCH2CH3 with Cl2 and hn?


A) 2
B) 3
C) 4
D) 5

E) None of the above
F) A) and B)

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How many monochlorination products (constitutional isomers and stereoisomers) are formed from the reaction of pentane with Cl2 and hn?


A) 2
B) 3
C) 4
D) 5

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

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Which of the following statements about bromination is true?


A) The rate-determining step in bromination is exothermic.
B) Both radicals are formed.
C) A mixture of products results.
D) A single radical halogenation product predominates.

E) None of the above
F) A) and D)

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