Exam 10: Radical Reactions

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How many monochloro derivatives,including stereoisomers,can be formed in the chlorination of 1-bromobutane?

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Mono-bromination of the following alkane, Mono-bromination of the following alkane,   ,(using Br<sub>2</sub> with light)would give?  ,(using Br2 with light)would give? Mono-bromination of the following alkane,   ,(using Br<sub>2</sub> with light)would give?

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Which hydrogen atom(s)of Which hydrogen atom(s)of   is/are most susceptible to abstraction by free radicals? is/are most susceptible to abstraction by free radicals?

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Draw bond-line formulas of all monochloro derivatives that might be formed when 2,3-dimethylbutane is allowed to react with Cl2 under UV irradiation.For each structure,indicate,with an asterisk,any stereocenters that might be present.

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Which of the following combinations of reactants can provide a demonstrable example of anti-Markovnikov addition?

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What would be the major product of the following reaction sequence? What would be the major product of the following reaction sequence?

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Provide a reasonable mechanistic explanation for the formation of small amounts of 3,3,4,4-tetramethylhexane during the free-radical bromination of 2-methylbutane.

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Two radicals that are very important in biological processes are ___ and ___.

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Chlorofluorocarbons,or freons,diffuse into the upper atmosphere.There,ultraviolet light initiates a radical chain reaction that has been shown to cause extreme damage to ___.

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What is the product for the following three-step reaction sequence? What is the product for the following three-step reaction sequence?

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Deduce the structure of a substance,C8H18,which gives only a single monochloro derivative upon reaction with Cl2 under UV irradiation.

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Complete the following reaction sequence: indicate regiochemical/stereochemical details as relevant. Complete the following reaction sequence: indicate regiochemical/stereochemical details as relevant.

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The free radical chlorination of (R)-2-chloropentane forms a mixture of dichloropentanes which includes:

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What would be the major product of the following reaction sequence? What would be the major product of the following reaction sequence?

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Which of the following would be the major product in the following reaction sequence? Which of the following would be the major product in the following reaction sequence?

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What is the product for the following three-step reaction sequence? What is the product for the following three-step reaction sequence?

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Macromolecules made up of many repeating subunits are called ___.

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At some temperatures,the relative reactivities of 3°,2° and 1° alkane hydrogens in free radical chlorination are in the ratio of 5:3:1.Thus,monochlorination of isopentane should produce these percentages of 2-chloro-2-methylbutane (A),combined 1-chloro-2-methylbutane and 1-chloro-3-methylbutane (B),and 2-chloro-3-methylbutane (C):

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Which carbon of  Which carbon of   is predicted to be the major site of substitution when this alkene reacts with chlorine at 400 <sup> \circ </sup>C? is predicted to be the major site of substitution when this alkene reacts with chlorine at 400 ∘\circ C?

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The reason why ___ and ___ radicals are more stable than alkyl radicals is due to electron delocalization through resonance.

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