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Exam 8: Haloalkanes, Halogenation, and Radical Reactions

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Question 41

Multiple Choice

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What type of orbitals overlap to provide stability to the tert-butyl radical by hyperconjugation?

A) 3 ^$\circ$ C 2p atomic orbital + 3 ^$\circ$ C sp² atomic orbital
B) 3 ^$\circ$ C 2p atomic orbital + methyl C-H $\sigma$ molecular orbital
C) 3 ^$\circ$ C sp² atomic orbital + methyl C-H $\sigma$ molecular orbital
D) 3 ^$\circ$ C 2p atomic orbital + methyl C 2s atomic orbital

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

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Question 42

Multiple Choice

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Which of the following compounds is most susceptible to autooxidation?

A) propene
B) 1,3-butadiene
C) 1,4-pentadiene
D) 1,5-hexadiene

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

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Question 43

Short Answer

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Provide the IUPAC name of the following compound.

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

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

Which of the following has the list of compounds in the correct order of decreasing density (higher density > lower density) ?

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

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

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

What type of orbital contains the unpaired electron of the tert-butyl radical?

Which of the following bonds has the lowest bond dissociation enthalpy?

Which of the following has the list of compounds in the correct order of decreasing boiling point (higher boiling point > lower boiling point) ?

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

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

What is the correct order of stability of the following radicals (more stable > less stable) ?

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