Exam 12: Radicals

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Provide the major organic product of the reaction shown below. Provide the major organic product of the reaction shown below.

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Devise methods by which (CH3)2CCH2 could be synthesized from 2-methylpropane.

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Br2,hυ; NaOH,EtOH,heat

Complete the following tree of reactions by supplying the missing reagents. Complete the following tree of reactions by supplying the missing reagents.

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a)NBS/heat b)HBr c)Br2/CCl4 d)HBr/Peroxide e)Br2/H2O

Species with unpaired electrons are called ________.

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How many distinct monochlorinated products,including stereoisomers,can result when the alkane below is heated in the presence of Cl2? How many distinct monochlorinated products,including stereoisomers,can result when the alkane below is heated in the presence of Cl<sub>2</sub>?

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Show the propagating steps in the addition of HBr to 1-pentene in the presence of peroxide.

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How would you convert 1-propene to 2-bromobutene?

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Provide the reagents necessary for carrying out the transformation of 2-methylheptane to 2-methyl-2-heptene.

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How many monochlorinated products would be obtained from 2-methylbutane? Show the structures and give their IUPAC names.

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Provide the major organic product of the following reaction. Provide the major organic product of the following reaction.

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Identify the hydrogen that will react the fastest in a radical halogenation reaction. Identify the hydrogen that will react the fastest in a radical halogenation reaction.

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Calculate the percentage of 2-chloro-3,4-dimethylheptane formed in the following reaction. Calculate the percentage of 2-chloro-3,4-dimethylheptane formed in the following reaction.

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How many distinct dichlorination products can result when isobutane is subjected to free radical chlorination?

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Calculate the percentages of each product in the following reaction. Calculate the percentages of each product in the following reaction.

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How many products are formed from the monochlorination of ethylcyclohexane? Ignore stereoisomers. How many products are formed from the monochlorination of ethylcyclohexane? Ignore stereoisomers.

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What is the relative reactivity of 2° vs 1° hydrogens in the free radical bromination of n-butane if the ratio of 1-bromobutane to 2-bromobutane formed is 7:93?

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An alkane with the molecular formula C5H10 forms only one monochlorinated product when heated with Cl2/hv.Give the structure and the IUPAC name for this alkane.

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Which of the following compounds is more stable? Explain. Which of the following compounds is more stable? Explain.

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Give the structure of the free radical intermediate for each product in a previous problem.

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Calculate the theoretical percent yields of the four monochlorinated products that result when 2-methylbutane is subjected to free radical chlorination.Assume that the relative ease of hydrogen abstraction in the chlorination process is 5 for 3°; 3.8 for 2°; and 1 for 1° hydrogens.

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